Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2009

Μέγεθος: px
Εμφάνιση ξεκινά από τη σελίδα:

Download "Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2009"

Transcript

1 Supporting Information Copyright Wiley-VC Verlag Gmb & Co. KGaA, Weinheim, 2009

2 Supporting Information for Graphite-Supported Gold anoparticles as Efficient Catalyst for Aerobic xidation of Benzylic Amines to Imines and -Substituted 1,2,3,4-Tetrahydroisoquinolines to Amides: Synthetic Applications and Mechanistic Study Man-o So, Yungen Liu, Chi-Ming o, and Chi-Ming Che* Department of Chemistry and pen Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of ong Kong, Pokfulam Road, ong Kong SAR, China. Part I. List of Figures P. 2 Part II. List of Tables P. 3 Part III. Characterization of Compounds P. 4 1

3 Part I. List of Figures Figure S1. Plot of reaction rate (Ro) against oxygen partial pressure (P 2 ) on the aerobic oxidation of dibenzylamine (1a) catalyzed by AuPs/C. Reaction conditions: dibenzylamine (0.4 mmol), AuPs/C (Au: 5 mol %), toluene (5 ml), 2 ( atm) bubbling, 110 o C. 2

4 Part II. List of Tables Table S1. Listing of log k rel and σ values for the AuPs/C catalyzed aerobic oxidation of para-substituted -phenylbenzylamines. Y AuPs/C (Au: 5 mol %), 2 bubbling toluene, 1.5 h, 110 o C Y Entry Y log k rel σ 1 Me Me Cl CF

5 Part III. Characterization of Compounds: Compound Reference C. A. ewman, J. C. Antilla, P. Chen, A. V. Predeus, L. Fielding, W. D. Wulff, J. Am. Chem. Soc. 2007, 129, a Z. Zhu, J.. Espenson, J. Am. Chem. Soc. 1996, 118, b J. L. G. Ruano, J. Alemán, I. Alonso, A. Parra, V. Marcos, J. Aguirre, Chem. Eur. J. 2007, 13, c Z. Zhu, J.. Espenson, J. Am. Chem. Soc. 1996, 118, e R. Torregrosa, I. M. Pastor, M. Yus, Tetrahedron 2005, 61, Cl 2f M.. Ibrahim,. K. AL-Deeb, E-J. Chem. 2006, 3, Br 2g 2h V. Koleva, T. Dudev, I. Wawer, J. Mol. Struct. 1997, 412, M.. Ibrahim,. K. AL-Deeb, E-J. Chem. 2006, 3, i 2j Z. Zhu, J.. Espenson, J. Am. Chem. Soc. 1996, 118,

6 M. J. Tomaszewski, J. Warkentin,.. Werstiuk, Aust. J. Chem. 1995, 48, k K. C. icolaou, C. J.. Mathison, T. Montagnon, J. Am. Chem. Soc. 2004, 126, l. aeimi, F. Salimi, K. Rabiei, J. Mol. Catal. A-Chem. 2006, 260, Me a 2m 2p Me K. C. icolaou, C. J.. Mathison, T. Montagnon, J. Am. Chem. Soc. 2004, 126, K. C. icolaou, C. J.. Mathison, T. Montagnon, J. Am. Chem. Soc. 2004, 126, W. uang, J. Li, L. u, Synthetic Commun. 2007, 37, J. Almena, F. Foubelo, M. Yus, Tetrahedron 1996, 52, b C. Perrio-uard, C. Aubert, M.-C. Lasne, J. Chem. Soc., Perkin Trans , J. Kumpaty, S. Bhattacharyya, Synthesis 2005, c 14d 14f C. Perrio-uard, C. Aubert, M.-C. Lasne, J. Chem. Soc., Perkin Trans , C. Perrio-uard, C. Aubert, M.-C. Lasne, J. Chem. Soc., Perkin Trans , A. P. Venkov, S. M. Statkova-Abeghe, Tetrahedron 1996, 52, a 5

7 15c 15f K. rito, A. oribata, T. akamura,. Ushito,. agasaki, M. Yuguchi, S. Yamashita, M. Tokuda, J. Am. Chem. Soc. 2004, 126, K. rito, A. oribata, T. akamura,. Ushito,. agasaki, M. Yuguchi, S. Yamashita, M. Tokuda, J. Am. Chem. Soc. 2004, 126, A. P. Venkov, S. M. Statkova-Abeghe, Tetrahedron 1996, 52, a A. P. Venkov, S. M. Statkova-Abeghe, Tetrahedron 1996, 52, b A. P. Venkov, S. M. Statkova-Abeghe, Tetrahedron 1996, 52, f Z. Li, C.-J. Li, J. Am. Chem. Soc. 2005, 127, Ph 17 Z. Li, C.-J. Li, Eur. J. rg. Chem. 2005, Ph Et Et 19 Z. Li, C.-J. Li, J. Am. Chem. Soc. 2005, 127, Ph 22 Z. Li, C.-J. Li, J. Am. Chem. Soc. 2005, 127, Ph 24 6

8 27a Me. Sharghi, M.. Beyzavi, M. M. Doroodmand, Eur. J. rg. Chem. 2008, d 27e 27f Cl Br. Sharghi, M.. Beyzavi, M. M. Doroodmand, Eur. J. rg. Chem. 2008, Sharghi, M.. Beyzavi, M. M. Doroodmand, Eur. J. rg. Chem. 2008, L.-. Du, Y.-G. Wang, Synthesis 2007, Sharghi, M.. Beyzavi, M. M. Doroodmand, Eur. J. rg. Chem. 2008, g Cl. Sharghi, M.. Beyzavi, M. M. Doroodmand, Eur. J. rg. Chem. 2008, Cl 27h D. Mizuno, K. Yamaguchi, Catal. Today 2008, 132,

9 2d -(4-tert-butylbenzylidene)benzenamine (2d) Yellow oil. 1 MR (300 Mz, CDCl 3, 25 o C, TMS): δ = 8.42 (s, 1), 7.84 (d, 3 J(,) = 8.4 z, 2), 7.49 (d, 3 J(,) = 8.4 z, 2), 7.38 (m, 2), 7.21 (m, 3), 1.35 ppm (s, 9); 13 C MR (75 Mz, CDCl 3, 25 o C): δ = 160.7, 130.1, 129.5, 129.1, 126.4, 126.2, 126.1, 121.3, 35.4, 31.6 ppm; MS (EI) m/z 237 (M + ); RMS (EI) m/z for C (M + ), calcd , found n -(4-nitrobenzylidene)cyclohexanamine (2n) Yellow Solid. 1 MR (300 Mz, CDCl 3, 25 o C, TMS): δ = 8.39 (s, 1), 8.25 (d, 3 J(,) = 8.7 z, 2), 7.89 (d, 3 J(,) = 8.7 z, 2), (m, 1), (m, 7), ppm (m, 3); 13 C MR (75 Mz, CDCl 3, 25 o C): δ = 156.6, 149.2, 142.6, 129.1, 124.2, 70.5, 34.6, 25.97, ppm; MS (EI) m/z 232 (M + ); RMS (EI) m/z for C (M + ), calcd , found o -(4-methoxybenzylidene)cyclohexanamine (2o) Colourless liquid. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = 8.24 (s, 1), 7.66 (d, 3 J(,) = 8.7 z, 2), 6.91 (d, 3 J(,) = 8.7 z, 2), 3.83 (s, 3), (m, 1), (m, 2), (m, 3), (m, 2), ppm (m, 3); 13 C MR (100 Mz, CDCl 3, 25 o C): δ = 157.9, 129.6, 113.9, 69.9, 55.3, 34.5, 25.7, 24.9 ppm; MS (EI) m/z 217 (M + ); RMS (EI) m/z for C (M + ), calcd , found

10 2q -(4-tert-butylbenzylidene)(4-tert-butylphenyl)methanamine (2q) White solid. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = 8.36 (s, 1), 7.71 (d, 3 J(,) = 8.4 z, 2), 7.43 (d, 3 J(,) = 8.4 z, 2), 7.36 (d, 3 J(,) = 8.4 z, 2), 7.26 (d, 3 J(,) = 8.4 z, 2), 4.78 (s, 2), 1.33 (s, 9), 1.31 ppm (s, 9); 13 C MR (100 Mz, CDCl 3, 25 o C): δ = 161.7, 154.1, 149.8, 136.4, 133.6, 128.1, 127.7, 125.5, 125.4, 64.8, 34.9, 34.5, 31.4, 31.2 ppm; MS (EI) m/z 307 (M + ); RMS (EI) m/z for C (M + ), calcd , found Me 8a 6-methoxyquinoline (8a) Yellow oil. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = 8.64 (dd, J(,) = 4.2, 1.6 z, 1), 7.89 (d, 3 J(,) = 8.7 z, 2), 7.25 (dd, J(,) = 9.2, 2.8 z, 1), (m, 1), 6.91 (d, 3 J(,) = 2.8 z, 1), 3.78 ppm (s, 3); 13 C MR (100 Mz, CDCl 3, 25 o C): δ = 157.7, 147.9, 144.4, 134.7, 130.8, 129.3, 122.2, 121.3, 105.1, 55.5 ppm; MS (EI) m/z 159 (M + ); RMS (EI) m/z for C (M + ), calcd , found b Quinoline (8b) Yellow oil. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = 8.92 (dd, J(,) = 4.2, 1.7 z, 1), (m, 2), 7.82 (m, 1), (m, 1), (m, 1), 7.40 ppm (dd, J(,) = 8.3, 4.2 z, 1); 13 C MR (100 Mz, CDCl 3, 25 o C): δ = 150.4, 148.2, 136.1, 129.5, 129.4, 128.3, 127.8, 126.6, ppm; MS (EI) m/z 129 (M + ); RMS (EI) m/z for C (M + ), calcd , found

11 8c Indole (8c) White solid. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = 7.79 (brs, 1), 7.63 (d, 3 J(,) = 7.8 z, 1), 7.26 (d, 3 J(,) = 8.1 z, 1), (m, 1), (m, 1), (m, 1), ppm (m, 1); 13 C MR (100 Mz, CDCl 3, 25 o C): δ = 135.8, 127.9, 124.4, 122.1, 120.8, 119.9, 111.2, ppm; MS (EI) m/z 117 (M + ); RMS (EI) m/z for C (M + ), calcd , found & Yellow oil. 1 MR (500 Mz, CDCl 3, 25 o C, TMS): δ = (m, 1), (m, 2), (m, 3), (m, 1), 6.99 (d, 3 J(,) = 7.5 z, 1), 5.29 (s, 1), 4.52 (d, 3 J(,) = 9.6 z, 1), 4.04 (d, 3 J(,) = 9.6 z, 1), (m, 2), (m, 1), (m, 1), (m, 1), (m, 3), 2.84 (dt, J(,) = 15.8, 2.9 z, 1), 2.57 (dt, J(,) = 16.7, 3.6 z, 1), 0.86 ppm (t, 3 J(,) = 7.1 z, 3); 13 C MR (125 Mz, CDCl 3, 25 o C): δ = 173.0, 136.3, 135.7, 135.4, 132.1, , , 127.2, 127.0, 126.7, 126.6, 125.1, 82.9, 66.6, 62.4, 60.5, 46.9, 44.4, 29.4, 22.7, 13.7 ppm; MS (EI) m/z 348 (M + ); RMS (EI) m/z for C (M + ), calcd , found Yellow oil. 1 MR (500 Mz, CDCl 3, 25 o C, TMS): δ = (m, 1), (m, 2), (m, 5), 5.09 (s, 1), 4.50 (d, 3 J(,) = 8.9 z, 1), (m, 2), 3.66 (d, 3 J(,) = 9.0 z, 1), (m, 1), (m, 1), (m, 3), (m, 3), 1.37 ppm (t, 3 J(,) = 7.2 z, 3); 13 C MR (125 Mz, CDCl 3, 25 o C): δ = 174.2, 137.3, 134.8, 134.7, 132.4, 128.7, 128.4, 127.4, 126.8, , , , 79.4, 71.0, 64.9, 61.2, 49.9, 43.2, 29.5, 29.1, 14.3 ppm; MS (EI) m/z 348 (M + ); RMS (EI) m/z for C (M + ), calcd , found

12 13a 4,4-dimethyl-3,4,6,7-tetrahydro-1-pyrido[2,1-a]isoquinolin-2(11b)-one (13a) Yellow oil. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = (m, 3), (m, 1), 4.23 (dd, 3 J(,) = 11.8, 3.4 z, 1), (m, 1), (m, 1), (m, 2), (m, 1), (m, 2), 2.25 (dd, 3 J(,) = 13.5, 2.2 z, 1), 1.37 (s, 3), 1.10 ppm (s, 3); 13 C MR (125 Mz, CDCl 3, 25 o C): δ = 209.1, 137.9, 134.6, 128.8, 126.3, 126.1, 125.7, 57.7, 56.4, 53.9, 47.5, 41.2, 30.6, 30.1, 19.7 ppm; MS (EI) m/z 229 (M + ); RMS (EI) m/z for C (M + ), calcd , found b 1-(1,2,3,4-tetrahydroisoquinolin-1-yl)hexan-2-one (13b) Yellow oil. 1 MR (500 Mz, CDCl 3, 25 o C, TMS): δ = (m, 2), (m, 1), (m, 1), 4.51 (dd, 3 J(,) = 8.5, 3.9 z, 1), (m, 1), (m, 1), (m, 3), (m, 1), (m, 2), (m, 2), (m, 2), 0.91 ppm (t, 3 J(,) = 7.3 z, 3); 13 C MR (125 Mz, CDCl 3, 25 o C): δ = 210.8, 137.9, 135.5, 129.5, 126.2, 125.9, 125.6, 52.0, 49.5, 43.4, 41.1, 29.8, 25.8, 22.3, 13.9 ppm; MS (EI) m/z 231 (M + ); RMS (EI) m/z for C (M + ), calcd , found c 1-phenyl-2-(1,2,3,4-tetrahydroisoquinolin-1-yl)ethanone (13c) Yellow oil. 1 MR (500 Mz, CDCl 3, 25 o C, TMS): δ = 7.99 (d, 3 J(,) = 7.3 z, 2), 7.57 (t, 3 J(,) = 7.4 z, 1), 7.47 (t, 3 J(,) = 7.7 z, 2), (m, 4), 4.74 (dd, 3 J(,) = 9.2, 3.2 z, 1), 3.54 (dd, J(,) = 17.6, 9.2 z, 1), 3.46 (dd, J(,) = 17.6, 3.2 z, 1), (m, 1), (m, 1), (m, 1), ppm (m, 1); 13 C MR (125 Mz, CDCl 3, 25 o C): δ = 199.4, 137.8, 137.0, 135.5, 133.3, 129.5, 128.7, 128.1, 126.3, 126.0, 125.8, 52.1, 45.5, 40.9, 29.7 ppm; MS (EI) m/z 251 (M + ); RMS (EI) m/z for C (M + ), calcd , found

13 14e 2-octyl-1,2,3,4-tetrahydroisoquinoline (14e) Yellow oil. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = (m, 3), (m, 1), 3.62 (s, 2), 2.91 (t, 3 J(,) = 5.9 z, 2), 2.72 (t, 3 J(,) = 5.9 z, 2), 2.49 (t, 3 J(,) = 7.7 z, 2), (m, 12), 0.88 ppm (t, 3 J(,) = 6.9 z, 3); 13 C MR (100 Mz, CDCl 3, 25 o C): δ = 128.6, 126.6, 126.0, 125.5, 58.6, 56.3, 51.0, 31.9, 29.6, 29.3, 29.1, 27.7, 27.2, 22.7, 14.1 ppm; MS (EI) m/z 245 (M + ); RMS (EI) m/z for C (M + ), calcd , found b 2-ethyl-3,4-dihydroisoquinolin-1(2)-one (15b) Yellow oil. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = 8.08 (dd, 3 J(,) = 7.7, 1.2 z, 1), (m, 1), (m, 1), 7.16 (d, 3 J(,) = 7.4 z, 1), 3.63 (q, 3 J(,) = 7.2 z, 2), 3.55 (t, 3 J(,) = 6.7 z, 2), 2.99 (t, 3 J(,) = 6.6 z, 2), 1.22 ppm (t, 3 J(,) = 7.2 z, 3); 13 C MR (125 Mz, CDCl 3, 25 o C): δ = 164.1, 138.0, 131.4, 128.2, 127.0, 126.8, 45.5, 42.2, 28.2, 12.8 ppm; MS (EI) m/z 175 (M + ); RMS (EI) m/z for C (M + ), calcd , found

14 15d 2-butyl-3,4-dihydroisoquinolin-1(2)-one (15d) Yellow oil. 1 MR (300 Mz, CDCl 3, 25 o C, TMS): δ = 8.04 (dd, 3 J(,) = 7.6, 1.2 z, 1), (m, 1), (m, 1), 7.12 (d, 3 J(,) = 7.3 z, 1), (m, 4), 2.93 (t, 3 J(,) = 6.6 z, 2), (m, 2), (m, 2), 0.92 ppm (t, 3 J(,) = 7.3 z, 3); 13 C MR (75 Mz, CDCl 3, 25 o C): δ = 164.1, 137.8, 131.3, 129.6, 128.0, 126.8, 126.7, 47.1, 45.9, 29.7, 28.1, 20.1, 13.8 ppm; MS (EI) m/z 203 (M + ); RMS (EI) m/z for C (M + ), calcd , found e 2-octyl-3,4-dihydroisoquinolin-1(2)-one (15e) Yellow oil. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = 8.08 (dd, 3 J(,) = 7.6, 1.2 z, 1), (m, 1), (m, 1), 7.16 (d, 3 J(,) = 7.4 z, 1), (m, 4), 2.97 (t, 3 J(,) = 6.6 z, 2), (m, 2), (m, 10), 0.87 ppm (t, 3 J(,) = 7.0 z, 3); 13 C MR (100 Mz, CDCl 3, 25 o C): δ = 164.2, 137.9, 131.4, 129.7, 128.2, 126.9, 126.7, 47.5, 46.0, 31.8, 29.4, 29.2, 28.2, 27.7, 27.0, 22.6, 14.1 ppm; MS (EI) m/z 259 (M + ); RMS (EI) m/z for C (M + ), calcd , found c 2-propylisoquinolin-1(2)-one (16c) Yellow oil. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = 8.43 (d, 3 J(,) = 8.1 z, 1), (m, 1), (m, 2), 7.06 (d, 3 J(,) = 7.3 z, 1), 6.48 (d, 3 J(,) = 7.3 z, 1), 3.96 (t, 3 J(,) = 7.3 z, 2), (m, 2), 0.98 ppm (t, 3 J(,) = 7.5 z, 3); 13 C MR (100 Mz, CDCl 3, 25 o C): δ = 162.1, 137.0, 132.0, 131.8, 127.8, 126.7, 125.8, 105.9, 50.9, 22.5, 11.2 ppm; MS (EI) m/z 187 (M + ); RMS (EI) m/z for C (M + ), calcd , found

15 16d 2-butylisoquinolin-1(2)-one (16d) Yellow oil. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = 8.44 (d, 3 J(,) = 8.1 z, 1), 7.62 (t, 3 J(,) = 7.5 z, 1), (m, 2), 7.06 (d, 3 J(,) = 7.3 z, 1), 6.49 (d, 3 J(,) = 7.3 z, 1), 4.01 (t, 3 J(,) = 7.4 z, 2), (m, 2), (m, 2), 0.96 ppm (t, 3 J(,) = 7.4 z, 3); 13 C MR (100 Mz, CDCl 3, 25 o C): δ = 162.2, 137.1, 132.1, 131.8, 127.9, 126.8, 125.9, 106.0, 49.3, 31.5, 20.1, 13.9 ppm; MS (EI) m/z 201 (M + ); RMS (EI) m/z for C (M + ), calcd , found e 2-octylisoquinolin-1(2)-one (16e) Yellow oil. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = 8.44 (d, 3 J(,) = 8.1 z, 1), 7.62 (t, 3 J(,) = 7.5 z, 1), (m, 2), 7.06 (d, 3 J(,) = 7.3 z, 1), 6.49 (d, 3 J(,) = 7.3 z, 1), 3.99 (t, 3 J(,) = 7.4 z, 2), (m, 2), (m, 10), 0.87 ppm (t, 3 J(,) = 6.8 z, 3); 13 C MR (100 Mz, CDCl 3, 25 o C): δ = 162.3, 137.1, 132.1, 131.8, 127.9, 126.8, 125.9, 106.0, 49.6, 31.9, 29.43, 29.38, 29.3, 26.9, 22.7, 14.2 ppm; MS (EI) m/z 257 (M + ); RMS (EI) m/z for C (M + ), calcd , found Ph CF phenyl-1-(2-(4-(trifluoromethyl)phenyl)ethynyl)-1,2,3,4-tetrahydroisoquinoline (21) Yellow oil. 1 MR (400 Mz, CDCl 3, 25 o C, TMS): δ = 7.45 (d, 3 J(,) = 7.9 z, 2), (m, 5), (m, 3), 7.11 (d, 3 J(,) = 7.5 z, 2), (m, 1), 5.65 (s, 1), (m, 1), (m, 1), (m, 1), ppm (m, 1); 13 C MR (100 Mz, CDCl 3, 25 o C): δ = 149.5, 134.9, 134.5, 132.1, 129.3, 129.1, , , 126.5, , , , , 120.0, 116.8, 91.4, 83.6, 52.5, 43.5, 29.0 ppm; MS (EI) m/z 377 (M + ); RMS (EI) m/z for C F 3 1 (M + ), calcd , found

16 27b Me Me 2-(3,4-dimethoxyphenyl)-1-benzimidazole (27b) White solid. 1 MR (400 Mz, CD 3 D, 25 o C, TMS): δ = 7.65 (d, 3 J(,) = 2.0 z, 1), 7.59 (dd, J(,) = 8.38, 1.0 z, 1), (m, 2), (m, 2), 7.01 (d, 3 J(,) = 8.4 z, 1), 3.88 (s, 3), 3.82 ppm (s, 3); 13 C MR (100 Mz, CD 3 D, 25 o C): δ = 153.5, 152.4, 150.8, 123.7, 120.9, 112.8, 111.2, 56.49, ppm; MS (EI) m/z 254 (M + ); RMS (EI) m/z for C (M + ), calcd , found c 2-mesityl-1-benzimidazole (27c) White solid. 1 MR (400 Mz, CD 3 D, 25 o C, TMS): δ = 7.51 (brs, 2), (m, 2), 6.92 (s, 2), 2.26 (s, 3), 2.03 ppm (s, 6); 13 C MR (100 Mz, CD 3 D, 25 o C): δ = 153.5, 140.7, 138.9, 129.4, 129.2, 123.5, 21.3, 19.9 ppm; MS (EI) m/z 236 (M + ); RMS (EI) m/z for C (M + ), calcd , found

Supporting Information

Supporting Information Supporting Information for AgOTf-catalyzed one-pot reactions of 2-alkynylbenzaldoximes with α,β-unsaturated carbonyl compounds Qiuping Ding 1, Dan Wang 1, Puying Luo* 2, Meiling Liu 1, Shouzhi Pu* 3 and

Διαβάστε περισσότερα

Novel and Selective Palladium-Catalyzed Annulation of 2-Alkynylphenols to Form 2-Substituted 3-Halobenzo[b]furans. Supporting Information

Novel and Selective Palladium-Catalyzed Annulation of 2-Alkynylphenols to Form 2-Substituted 3-Halobenzo[b]furans. Supporting Information Novel and Selective Palladium-Catalyzed Annulation of 2-Alkynylphenols to Form 2-Substituted 3-Halobenzo[b]furans Liang Yun, Shi Tang, Xu-Dong Zhang, Li-Qiu Mao, Ye-Xiang Xie and Jin-Heng Li* Key Laboratory

Διαβάστε περισσότερα

A facile and general route to 3-((trifluoromethyl)thio)benzofurans and 3-((trifluoromethyl)thio)benzothiophenes

A facile and general route to 3-((trifluoromethyl)thio)benzofurans and 3-((trifluoromethyl)thio)benzothiophenes Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 A facile and general route to 3-((trifluoromethyl)thio)benzofurans and 3-((trifluoromethyl)thio)benzothiophenes

Διαβάστε περισσότερα

Copper-Catalyzed Oxidative Dehydrogenative N-N Bond. Formation for the Synthesis of N,N -Diarylindazol-3-ones

Copper-Catalyzed Oxidative Dehydrogenative N-N Bond. Formation for the Synthesis of N,N -Diarylindazol-3-ones Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers. This journal is the Partner Organisations 2016 Supporting information Copper-Catalyzed Oxidative Dehydrogenative - Bond Formation

Διαβάστε περισσότερα

Electronic Supplementary Information

Electronic Supplementary Information Electronic Supplementary Information Unprecedented Carbon-Carbon Bond Cleavage in Nucleophilic Aziridine Ring Opening Reaction, Efficient Ring Transformation of Aziridines to Imidazolidin-4-ones Jin-Yuan

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2014 A Family of Click Nucleosides for Metal-Mediated Base Pairing: Unravelling the Principles of Highly Stabilizing Metal-Mediated

Διαβάστε περισσότερα

Metal-free Oxidative Coupling of Amines with Sodium Sulfinates: A Mild Access to Sulfonamides

Metal-free Oxidative Coupling of Amines with Sodium Sulfinates: A Mild Access to Sulfonamides Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2014 Supporting information for Metal-free Oxidative Coupling of Amines with Sodium Sulfinates:

Διαβάστε περισσότερα

Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006

Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006 Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2006 A new route to enantiopure b-aryl-substituted b-amino acids and 4-aryl-substituted b-lactams through lipase-catalyzed

Διαβάστε περισσότερα

phase: synthesis of biaryls, terphenyls and polyaryls

phase: synthesis of biaryls, terphenyls and polyaryls Supporting Information for Studies on Pd/NiFe 2 O 4 catalyzed ligand-free Suzuki reaction in aqueous phase: synthesis of biaryls, terphenyls and polyaryls Sanjay R. Borhade and Suresh B. Waghmode* Address:

Διαβάστε περισσότερα

Supplementary Figure S1. Single X-ray structure 3a at probability ellipsoids of 20%.

Supplementary Figure S1. Single X-ray structure 3a at probability ellipsoids of 20%. Supplementary Figure S1. Single X-ray structure 3a at probability ellipsoids of 20%. S1 Supplementary Figure S2. Single X-ray structure 5a at probability ellipsoids of 20%. S2 H 15 Ph Ac Ac I AcH Ph Ac

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Lewis acid catalyzed ring-opening reactions of methylenecyclopropanes with diphenylphosphine oxide in the presence of sulfur or selenium Min Shi,* Min Jiang and Le-Ping Liu State

Διαβάστε περισσότερα

Facile construction of the functionalized 4H-chromene via tandem. benzylation and cyclization. Jinmin Fan and Zhiyong Wang*

Facile construction of the functionalized 4H-chromene via tandem. benzylation and cyclization. Jinmin Fan and Zhiyong Wang* Facile construction of the functionalized 4H-chromene via tandem benzylation and cyclization Jinmin Fan and Zhiyong Wang* Hefei National Laboratory for Physical Science at Microscale, Joint- Lab of Green

Διαβάστε περισσότερα

# School of Pharmaceutical Sciences, Zhengzhou University, 100 Kexue Avenue, Zhengzhou, Henan , China.

# School of Pharmaceutical Sciences, Zhengzhou University, 100 Kexue Avenue, Zhengzhou, Henan , China. upporting Information Triazole-dithiocarbamate based LD1 selective inactivators inhibit gastric cancer cell growth, invasion and migration Yi-Chao Zheng, #, Ying-Chao Duan, #, Jin-Lian Ma, # Rui-Min Xu,

Διαβάστε περισσότερα

and Selective Allylic Reduction of Allylic Alcohols and Their Derivatives with Benzyl Alcohol

and Selective Allylic Reduction of Allylic Alcohols and Their Derivatives with Benzyl Alcohol FeCl 3 6H 2 O-Catalyzed Disproportionation of Allylic Alcohols and Selective Allylic Reduction of Allylic Alcohols and Their Derivatives with Benzyl Alcohol Jialiang Wang, Wen Huang, Zhengxing Zhang, Xu

Διαβάστε περισσότερα

Copper-catalyzed formal O-H insertion reaction of α-diazo-1,3-dicarb- onyl compounds to carboxylic acids with the assistance of isocyanide

Copper-catalyzed formal O-H insertion reaction of α-diazo-1,3-dicarb- onyl compounds to carboxylic acids with the assistance of isocyanide Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 Copper-catalyzed formal O-H insertion reaction of α-diazo-1,3-dicarb- onyl compounds to carboxylic

Διαβάστε περισσότερα

Supporting Information

Supporting Information Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2015 Synthesis of 3-omosubstituted Pyrroles via Palladium- Catalyzed Intermolecular Oxidative Cyclization

Διαβάστε περισσότερα

Direct Palladium-Catalyzed Arylations of Aryl Bromides. with 2/9-Substituted Pyrimido[5,4-b]indolizines

Direct Palladium-Catalyzed Arylations of Aryl Bromides. with 2/9-Substituted Pyrimido[5,4-b]indolizines Direct Palladium-Catalyzed Arylations of Aryl Bromides with 2/9-Substituted Pyrimido[5,4-b]indolizines Min Jiang, Ting Li, Linghua Meng, Chunhao Yang,* Yuyuan Xie*, and Jian Ding State Key Laboratory of

Διαβάστε περισσότερα

Supporting Information. Asymmetric Binary-acid Catalysis with Chiral. Phosphoric Acid and MgF 2 : Catalytic

Supporting Information. Asymmetric Binary-acid Catalysis with Chiral. Phosphoric Acid and MgF 2 : Catalytic Supporting Information Asymmetric Binary-acid Catalysis with Chiral Phosphoric Acid and MgF 2 : Catalytic Enantioselective Friedel-Crafts Reactions of β,γ- Unsaturated-α-Ketoesters Jian Lv, Xin Li, Long

Διαβάστε περισσότερα

Site-Selective Suzuki-Miyaura Cross-Coupling Reactions of 2,3,4,5-Tetrabromofuran

Site-Selective Suzuki-Miyaura Cross-Coupling Reactions of 2,3,4,5-Tetrabromofuran 1 Site-Selective Suzuki-Miyaura Cross-Coupling Reactions of 2,3,4,5-Tetrabromofuran Munawar Hussain, a Rasheed Ahmad Khera, a Nguyen Thai Hung, a Peter Langer* a,b a Institut für Chemie, Universität Rostock,

Διαβάστε περισσότερα

Eur. J. Inorg. Chem WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007 ISSN SUPPORTING INFORMATION

Eur. J. Inorg. Chem WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007 ISSN SUPPORTING INFORMATION Eur. J. Inorg. Chem. 2007 WILEY-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2007 ISSN 1434 1948 SUPPORTING INFORMATION Title: Synthesis of Cyclic Carbonates from Atmospheric Pressure Carbon Dioxide Using

Διαβάστε περισσότερα

Supporting Information for Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinylic carboxylic acids via a radical process

Supporting Information for Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinylic carboxylic acids via a radical process Supporting Information for Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinylic carboxylic acids via a radical process Jincan Zhao 1, Hong Fang 1, Jianlin Han* 1,2 and Yi Pan* 1

Διαβάστε περισσότερα

Supporting Information. for. A novel application of 2-silylated 1,3-dithiolanes for the. synthesis of aryl/hetaryl-substituted ethenes and

Supporting Information. for. A novel application of 2-silylated 1,3-dithiolanes for the. synthesis of aryl/hetaryl-substituted ethenes and Supporting Information for A novel application of 2-silylated 1,3-dithiolanes for the synthesis of aryl/hetaryl-substituted ethenes and dibenzofulvenes Grzegorz Mlostoń *1, Paulina Pipiak 1, Róża Hamera-Fałdyga

Διαβάστε περισσότερα

Supporting information

Supporting information Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 Supporting information Copper-catalysed intramolecular O-arylation: a simple

Διαβάστε περισσότερα

Lewis Acid Catalyzed Propargylation of Arenes with O-Propargyl Trichloroacetimidate: Synthesis of 1,3-Diarylpropynes

Lewis Acid Catalyzed Propargylation of Arenes with O-Propargyl Trichloroacetimidate: Synthesis of 1,3-Diarylpropynes Supporting Information for Lewis Acid Catalyzed Propargylation of Arenes with O-Propargyl Trichloroacetimidate: Synthesis of 1,3-Diarylpropynes Changkun Li and Jianbo Wang* Beijing National Laboratory

Διαβάστε περισσότερα

Tributylphosphine-Catalyzed Cycloaddition of Aziridines with Carbon Disulfide and Isothiocyanate

Tributylphosphine-Catalyzed Cycloaddition of Aziridines with Carbon Disulfide and Isothiocyanate upporting Information Tributylphosphine-Catalyzed Cycloaddition of Aziridines with Carbon Disulfide and Isothiocyanate Jing-Yu Wu, Zhi-Bin Luo, Li-Xin Dai and Xue-Long Hou* a tate Key Laboratory of Organometallic

Διαβάστε περισσότερα

Room Temperature Highly Diastereoselective Zn-Mediated. Allylation of Chiral N-tert-Butanesulfinyl Imines: Remarkable Reaction Condition Controlled

Room Temperature Highly Diastereoselective Zn-Mediated. Allylation of Chiral N-tert-Butanesulfinyl Imines: Remarkable Reaction Condition Controlled Supporting Information for: Room Temperature Highly Diastereoselective Zn-Mediated Allylation of Chiral N-tert-Butanesulfinyl Imines: Remarkable Reaction Condition Controlled Stereoselectivity Reversal

Διαβάστε περισσότερα

Divergent synthesis of various iminocyclitols from D-ribose

Divergent synthesis of various iminocyclitols from D-ribose Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 205 Divergent synthesis of various iminocyclitols from D-ribose Ramu Petakamsetty,

Διαβάστε περισσότερα

Rh(III)-Catalyzed C-H Amidation with N-hydroxycarbamates: A. new Entry to N-Carbamate Protected Arylamines

Rh(III)-Catalyzed C-H Amidation with N-hydroxycarbamates: A. new Entry to N-Carbamate Protected Arylamines Rh(III)-Catalyzed C-H Amidation with N-hydroxycarbamates: A new Entry to N-Carbamate Protected Arylamines Bing Zhou,* Juanjuan Du, Yaxi Yang,* Huijin Feng, Yuanchao Li Shanghai Institute of Materia Medica,

Διαβάστε περισσότερα

Eco-friendly synthesis of diverse and valuable 2-pyridones by catalyst- and solvent-free thermal multicomponent domino reaction

Eco-friendly synthesis of diverse and valuable 2-pyridones by catalyst- and solvent-free thermal multicomponent domino reaction Electronic Supplementary Material (ESI) for Green Chemistry. This journal is The Royal Society of Chemistry 2015 SUPPRTIG IFRMATI Eco-friendly synthesis of diverse and valuable 2-pyridones by catalyst-

Διαβάστε περισσότερα

D-Glucosamine-derived copper catalyst for Ullmann-type C- N coupling reaction: theoretical and experimental study

D-Glucosamine-derived copper catalyst for Ullmann-type C- N coupling reaction: theoretical and experimental study Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2016 D-Glucosamine-derived copper catalyst for Ullmann-type C- N coupling reaction: theoretical

Διαβάστε περισσότερα

Supporting Information One-Pot Approach to Chiral Chromenes via Enantioselective Organocatalytic Domino Oxa-Michael-Aldol Reaction

Supporting Information One-Pot Approach to Chiral Chromenes via Enantioselective Organocatalytic Domino Oxa-Michael-Aldol Reaction Supporting Information ne-pot Approach to Chiral Chromenes via Enantioselective rganocatalytic Domino xa-michael-aldol Reaction Hao Li, Jian Wang, Timiyin E-Nunu, Liansuo Zu, Wei Jiang, Shaohua Wei, *

Διαβάστε περισσότερα

Free Radical Initiated Coupling Reaction of Alcohols and. Alkynes: not C-O but C-C Bond Formation. Context. General information 2. Typical procedure 2

Free Radical Initiated Coupling Reaction of Alcohols and. Alkynes: not C-O but C-C Bond Formation. Context. General information 2. Typical procedure 2 Free Radical Initiated Coupling Reaction of Alcohols and Alkynes: not C-O but C-C Bond Formation Zhongquan Liu,* Liang Sun, Jianguo Wang, Jie Han, Yankai Zhao, Bo Zhou Institute of Organic Chemistry, Gannan

Διαβάστε περισσότερα

Protease-catalysed Direct Asymmetric Mannich Reaction in Organic Solvent

Protease-catalysed Direct Asymmetric Mannich Reaction in Organic Solvent Supplementary information for the paper Protease-catalysed Direct Asymmetric Mannich Reaction in Organic Solvent Yang Xue, Ling-Po Li, Yan-Hong He * & Zhi Guan * School of Chemistry and Chemical Engineering,

Διαβάστε περισσότερα

Synthesis of novel 1,2,3-triazolyl derivatives of pregnane, androstane and D-homoandrostane. Tandem Click reaction/cu-catalyzed D-homo rearrangement

Synthesis of novel 1,2,3-triazolyl derivatives of pregnane, androstane and D-homoandrostane. Tandem Click reaction/cu-catalyzed D-homo rearrangement Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 Supporting Information Synthesis of novel 1,2,3-triazolyl derivatives of

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Ceric Ammonium Nitrate (CAN) catalyzed efficient one-pot three component aza-diels-alder reactions for a facile synthesis of tetrahydropyranoquinoline derivatives Ravinder Goud Puligoundla

Διαβάστε περισσότερα

SUPPORTING INFORMATION

SUPPORTING INFORMATION Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2016 SUPPORTIG IFORMATIO Visible light-mediated decarboxylative amination of indoline-2- carboxylic

Διαβάστε περισσότερα

Supporting Information. Consecutive hydrazino-ugi-azide reactions: synthesis of acylhydrazines bearing 1,5- disubstituted tetrazoles

Supporting Information. Consecutive hydrazino-ugi-azide reactions: synthesis of acylhydrazines bearing 1,5- disubstituted tetrazoles Supporting Information for Consecutive hydrazino-ugi-azide reactions: synthesis of acylhydrazines bearing 1,5- disubstituted tetrazoles Angélica de Fátima S. Barreto*, Veronica Alves dos Santos, and Carlos

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Biomimetic total syntheses of borreverine and flinderole alkaloids. Dattatraya. Dethe,* Rohan D. Erande and Alok Ranjan Department of Chemistry, Indian Institute of Technology-Kanpur,

Διαβάστε περισσότερα

ESI for. A simple and efficient protocol for the palladium-catalyzed. ligand-free Suzuki reaction at room temperature in aqueous DMF.

ESI for. A simple and efficient protocol for the palladium-catalyzed. ligand-free Suzuki reaction at room temperature in aqueous DMF. ESI for A simple and efficient protocol for the palladium-catalyzed ligand-free Suzuki reaction at room temperature in aqueous DMF Chun Liu,* Qijian i, Fanying Bao and Jieshan Qiu State Key Laboratory

Διαβάστε περισσότερα

Ligand-free Cu(II)-mediated aerobic oxidations of aldehyde. hydrazones leading to N,N -diacylhydrazines and 1,3,4-oxadiazoles

Ligand-free Cu(II)-mediated aerobic oxidations of aldehyde. hydrazones leading to N,N -diacylhydrazines and 1,3,4-oxadiazoles Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2017 Ligand-free Cu(II)-mediated aerobic oxidations of aldehyde hydrazones leading

Διαβάστε περισσότερα

Supporting Information

Supporting Information Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2017 Modular Synthesis of Propargylamine Modified Cyclodextrins by a Gold(III)-catalyzed Three Component

Διαβάστε περισσότερα

Supplementary Data. Engineering, Nanjing University, Nanjing , P. R. China;

Supplementary Data. Engineering, Nanjing University, Nanjing , P. R. China; Supplementary Data Synthesis, Chemo-selective Properties of Substituted 9-Aryl-9H-fluorenes from Triarylcarbinols and Enantiomerical Kinetics of Chiral 9-Methoxy-11-(naphthalen-1-yl)-11H-benzo[a]fluorene

Διαβάστε περισσότερα

A New Type of Bis(sulfonamide)-Diamine Ligand for a Cu(OTf) 2 -Catalyzed Asymmetric Friedel-Crafts Alkylation Reaction of Indoles with Nitroalkenes

A New Type of Bis(sulfonamide)-Diamine Ligand for a Cu(OTf) 2 -Catalyzed Asymmetric Friedel-Crafts Alkylation Reaction of Indoles with Nitroalkenes A ew Type of Bis(sulfonamide)-Diamine Ligand for a Cu(OTf) 2 -Catalyzed Asymmetric Friedel-Crafts Alkylation Reaction of Indoles with itroalkenes Jing Wu, Xincheng Li, Fan Wu, and Boshun Wan* Dalian Institute

Διαβάστε περισσότερα

Supporting Information

Supporting Information Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2018 Supporting Information Silver or Cerium-Promoted Free Radical Cascade Difunctionalization

Διαβάστε περισσότερα

Rhodium-Catalyzed Oxidative Decarbonylative Heck-type Coupling of Aromatic Aldehydes with Terminal Alkenes

Rhodium-Catalyzed Oxidative Decarbonylative Heck-type Coupling of Aromatic Aldehydes with Terminal Alkenes Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2015 Electronic Supplementary Information Rhodium-Catalyzed Oxidative Decarbonylative Heck-type

Διαβάστε περισσότερα

A straightforward metal-free synthesis of 2-substituted thiazolines in air

A straightforward metal-free synthesis of 2-substituted thiazolines in air Electronic Supplementary Material (ESI) for Green Chemistry. This journal is The Royal Society of Chemistry 2015 Supporting Information for A straightforward metal-free synthesis of 2-substituted thiazolines

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Copper/Silver Cocatalyzed Oxidative Coupling of Vinylarenes with ICH 2 CF 3 or ICH 2 CHF 2 Leading to β-cf 3 /CHF 2 -Substituted Ketones Niannian Yi, Hao Zhang, Chonghui Xu, Wei

Διαβάστε περισσότερα

Supporting Information. for. Angew. Chem. Int. Ed. Z Wiley-VCH 2003

Supporting Information. for. Angew. Chem. Int. Ed. Z Wiley-VCH 2003 Supporting Information for Angew. Chem. Int. Ed. Z52857 Wiley-VC 2003 69451 Weinheim, Germany Palladium Catalyzed DYKAT of Vinyl Epoxide: Enantioselective Total Synthesis and Assignment of Configuration

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Wiley-VCH 2008 69451 Weinheim, Germany Ligand-Free Pd-Catalyzed Highly Selective Arylation of Allylic Esters with Retention of the Traditional Leaving Group (Supporting Information)

Διαβάστε περισσότερα

Supplementary Information for. Singlet excited state of BODIPY promoted aerobic crossdehydrogenative-coupling

Supplementary Information for. Singlet excited state of BODIPY promoted aerobic crossdehydrogenative-coupling Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2015 Supplementary Information for Singlet excited state of BODIPY promoted aerobic crossdehydrogenative-coupling

Διαβάστε περισσότερα

Chiral Brønsted Acid Catalyzed Enantioselective Intermolecular Allylic Aminations. Minyang Zhuang and Haifeng Du*

Chiral Brønsted Acid Catalyzed Enantioselective Intermolecular Allylic Aminations. Minyang Zhuang and Haifeng Du* Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 Chiral Brønsted Acid Catalyzed Enantioselective Intermolecular Allylic

Διαβάστε περισσότερα

Iodine-catalyzed synthesis of sulfur-bridged enaminones and chromones via double C(sp 2 )-H thiolation

Iodine-catalyzed synthesis of sulfur-bridged enaminones and chromones via double C(sp 2 )-H thiolation Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2017 Iodine-catalyzed synthesis of sulfur-bridged enaminones and chromones via

Διαβάστε περισσότερα

Hiyama Cross-Coupling of Chloro-, Fluoroand Methoxy- pyridyl trimethylsilanes : Room-temperature Novel Access to Functional Bi(het)aryl

Hiyama Cross-Coupling of Chloro-, Fluoroand Methoxy- pyridyl trimethylsilanes : Room-temperature Novel Access to Functional Bi(het)aryl Hiyama Cross-Coupling of Chloro-, Fluoroand Methoxy- pyridyl trimethylsilanes : Room-temperature Novel Access to Functional Bi(het)aryl Philippe Pierrat, Philippe Gros* and Yves Fort Synthèse Organométallique

Διαβάστε περισσότερα

Efficient Synthesis of Ureas by Direct Palladium-Catalyzed. Oxidative Carbonylation of Amines

Efficient Synthesis of Ureas by Direct Palladium-Catalyzed. Oxidative Carbonylation of Amines S1 Supporting Information for Efficient Synthesis of Ureas by Direct Palladium-Catalyzed Oxidative Carbonylation of Amines Bartolo Gabriele,*, Giuseppe Salerno, Raffaella Mancuso, and Mirco Costa Dipartimento

Διαβάστε περισσότερα

Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006

Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006 Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2006 1 A Facile Way to Synthesize 2H-Chromenes: Reconsideration of the Reaction Mechanism between Salicylic Aldehyde and

Διαβάστε περισσότερα

Supplementary information

Supplementary information Electronic Supplementary Material (ESI) for MedChemComm. This journal is The Royal Society of Chemistry 2015 Supplementary information Synthesis of carboxyimidamide-substituted benzo[c][1,2,5]oxadiazoles

Διαβάστε περισσότερα

Supplement: Intramolecular N to N acyl migration in conformationally mobile 1 -acyl-1- systems promoted by debenzylation conditions (HCOONH 4

Supplement: Intramolecular N to N acyl migration in conformationally mobile 1 -acyl-1- systems promoted by debenzylation conditions (HCOONH 4 Cent. Eur. J. Chem. 9(5) 2011 S164-S175 DI: 10.2478/s11532-011-0082-y Central European Journal of Chemistry Supplement: Intramolecular to acyl migration in conformationally mobile 1 -acyl-1- benzyl-3,4

Διαβάστε περισσότερα

Enantioselective Organocatalytic Michael Addition of Isorhodanines. to α, β-unsaturated Aldehydes

Enantioselective Organocatalytic Michael Addition of Isorhodanines. to α, β-unsaturated Aldehydes Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2016 Enantioselective Organocatalytic Michael Addition of Isorhodanines to α,

Διαβάστε περισσότερα

9-amino-(9-deoxy)cinchona alkaloids-derived novel chiral phase-transfer catalysts

9-amino-(9-deoxy)cinchona alkaloids-derived novel chiral phase-transfer catalysts Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 9-amino-(9-deoxy)cinchona alkaloids-derived novel chiral phase-transfer

Διαβάστε περισσότερα

using metal-organic framework Cu-MOF-74 as an efficient heterogeneous catalyst Hanh T. H. Nguyen, Oanh T. K. Nguyen, Thanh Truong *, Nam T. S.

using metal-organic framework Cu-MOF-74 as an efficient heterogeneous catalyst Hanh T. H. Nguyen, Oanh T. K. Nguyen, Thanh Truong *, Nam T. S. Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2016 Synthesis of imidazo[1,5-a]pyridines via oxidative amination of C(sp 3 )-H bond under air using

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Regioselective Reversal in the Cyclization of 2-Diazo-3,5-dioxo-6-ynoates (ynones, ynamide): Construction of -Pyrones and 3(2H)-Furanones Starting from Identical Materials Feng Wang,

Διαβάστε περισσότερα

The Free Internet Journal for Organic Chemistry

The Free Internet Journal for Organic Chemistry The Free Internet Journal for Organic Chemistry Paper Archive for Organic Chemistry Arkivoc 2018, part iii, S1-S6 Synthesis of dihydropyranones and dihydropyrano[2,3- d][1,3]dioxine-diones by cyclization

Διαβάστε περισσότερα

SUPPORTING INFORMATION. Polystyrene-immobilized DABCO as a highly efficient and recyclable organocatalyst for Knoevenagel condensation

SUPPORTING INFORMATION. Polystyrene-immobilized DABCO as a highly efficient and recyclable organocatalyst for Knoevenagel condensation Electronic Supplementary Material (ESI) for RSC Advances This journal is The Royal Society of Chemistry 213 SUPPORTING INFORMATION Polystyrene-immobilized DABCO as a highly efficient and recyclable organocatalyst

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Montmorillonite KSF-Catalyzed One-pot, Three-component, Aza-Diels- Alder Reactions of Methylenecyclopropanes With Arylaldehydes and Aromatic Amines Li-Xiong Shao and Min Shi* General

Διαβάστε περισσότερα

Available online at

Available online at J. Serb. Chem. Soc. 76 (12) S1 S5 (2011) Supplementary material SUPPLEMENTARY MATERIAL TO Synthesis of quinoline-attached furan-2(3h)-ones having anti-inflammatory and antibacterial properties with reduced

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Convenient and General Zinc-Catalyzed Borylation of Aryl Diazonium Salts and Aryltriazenes under Mild Conditions

Διαβάστε περισσότερα

Supporting Information for

Supporting Information for Supporting Information for A ovel Synthesis of luorinated Pyrazoles via Gold(I)-Catalyzed Tandem Aminofluorination of Alkynes in the Presence of Selectfluor Jianqiang Qian, Yunkui Liu,* Jie Zhu, Bo Jiang,

Διαβάστε περισσότερα

Supporting information

Supporting information Electronic Supplementary Material (ESI) for Green Chemistry. This journal is The Royal Society of Chemistry 204 Supporting information Palladium nanoparticles supported on triazine functionalised mesoporous

Διαβάστε περισσότερα

Supporting Information for

Supporting Information for Supporting Information for An atom-economic route to densely functionalized thiophenes via base-catalyzed rearrangement of 5-propargyl-2H-thiopyran-4(3H)-ones Chunlin Tang a, Jian Qin b, Xingqi Li *a a

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Wiley-VC 007 9 Weinheim, Germany ew ear Infrared Dyes and Fluorophores Based on Diketopyrrolopyrroles Dipl.-Chem. Georg M. Fischer, Dipl.-Chem. Andreas P. Ehlers, Prof. Dr. Andreas

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Lewis Acid Mediated [2,3]-Sigmatropic Rearrangement of Allylic α-amino Amides. Jan Blid, Peter Brandt, Peter Somfai*, Department of Chemistry, rganic Chemistry, Royal Institute of

Διαβάστε περισσότερα

Vilsmeier Haack reagent-promoted formyloxylation of α-chloro-narylacetamides

Vilsmeier Haack reagent-promoted formyloxylation of α-chloro-narylacetamides Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 205 Vilsmeier aack reagent-promoted formyloxylation of α-chloro-arylacetamides by formamide Jiann-Jyh

Διαβάστε περισσότερα

H-NMR (300 MHz, DMSO-d6): δ 5.23 (s, 1H), (m, 2H), (m, 2H), 3.04 (s, 9H).

H-NMR (300 MHz, DMSO-d6): δ 5.23 (s, 1H), (m, 2H), (m, 2H), 3.04 (s, 9H). Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 206 Supporting information For An efficient and green method for regio- and chemo-selective Friedel

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2014 One-Pot Decarboxylative Acylation of N-, O-, S-Nucleophiles and Peptides with 2,2-Disubstituted Malonic Acids Iryna

Διαβάστε περισσότερα

SUPPLEMENTARY DATA. Waste-to-useful: Biowaste-derived heterogeneous catalyst for a green and sustainable Henry reaction

SUPPLEMENTARY DATA. Waste-to-useful: Biowaste-derived heterogeneous catalyst for a green and sustainable Henry reaction Electronic Supplementary Material (ESI) for New Journal of Chemistry. This journal is The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 209 SUPPLEMENTARY DATA Waste-to-useful:

Διαβάστε περισσότερα

Supporting information

Supporting information Supporting information Spectroscopic data of compounds 1a-f Benzyl bromide (1a) Yield: 81%. Colorless oil. b.p. 79-82 o C/15 mmhg (Lit. 83.5 84 o C/13 mmhg). 1 1 H NMR (CDCl 3 ): δ 4.45 (2H, s, PhCH 2

Διαβάστε περισσότερα

Supporting Information

Supporting Information Electronic Supplementary Material (ESI) for rganic Chemistry Frontiers. This journal is the Partner rganisations 2018 Palladium-catalyzed direct approach to α-cf 3 aryl ketones from arylboronic acids Bo

Διαβάστε περισσότερα

Cu-Catalyzed/Mediated Synthesis of N-Fluoroalkylanilines from Arylboronic Acids: Fluorine Effect on the Reactivity of Fluoroalkylamines

Cu-Catalyzed/Mediated Synthesis of N-Fluoroalkylanilines from Arylboronic Acids: Fluorine Effect on the Reactivity of Fluoroalkylamines Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2018 S1 Cu-Catalyzed/Mediated Synthesis of N-Fluoroalkylanilines from Arylboronic

Διαβάστε περισσότερα

Peptidomimetics as Protein Arginine Deiminase 4 (PAD4) Inhibitors

Peptidomimetics as Protein Arginine Deiminase 4 (PAD4) Inhibitors Peptidomimetics as Protein Arginine Deiminase 4 (PAD4) Inhibitors Andrea Trabocchi a, icolino Pala b, Ilga Krimmelbein c, Gloria Menchi a, Antonio Guarna a, Mario Sechi b, Tobias Dreker c, Andrea Scozzafava

Διαβάστε περισσότερα

Supporting Information. Synthesis and in vitro pharmacological evaluation of N-[(1-benzyl-1,2,3-triazol-4-

Supporting Information. Synthesis and in vitro pharmacological evaluation of N-[(1-benzyl-1,2,3-triazol-4- Supporting Information Synthesis and in vitro pharmacological evaluation of N-[(1-benzyl-1,2,3-triazol-4- yl)methyl]-carboxamides on D-secoestrone scaffolds Johanna Szabó a, Ildikó Bacsa a, János Wölfling

Διαβάστε περισσότερα

Supplementary Information for

Supplementary Information for Supplementary Information for Organocatalytic Asymmetric Intramolecular [3+2] Cycloaddition: A Straightforward Approach to Access Multiply Substituted Hexahydrochromeno[4,3-b]pyrrolidine Derivatives in

Διαβάστε περισσότερα

Supporting Information for

Supporting Information for Supporting Information for Acceptorless Dehydrogenation of N-Heterocycles and Secondary Alcohols by Ru(II)-NNC Complexes Bearing a Pyrazoyl-Indolyl-Pyridine Ligand Qingfu Wang,, Huining Chai,, and Zhengkun

Διαβάστε περισσότερα

Fischer Indole Synthesis in Low Melting Mixtures

Fischer Indole Synthesis in Low Melting Mixtures Fischer Indole Synthesis in Low Melting Mixtures Sangram Gore, a,b Sundarababu Baskaran* a and Burkhard König* b Supporting Information Table of Contents: General Information General Procedure for the

Διαβάστε περισσότερα

Supporting Information for Fe-Catalyzed Reductive Coupling of Unactivated Alkenes with. β-nitroalkenes. Contents. 1. General Information S2

Supporting Information for Fe-Catalyzed Reductive Coupling of Unactivated Alkenes with. β-nitroalkenes. Contents. 1. General Information S2 Supporting Information for Fe-Catalyzed Reductive Coupling of Unactivated Alkenes with β-nitroalkenes Jing Zheng, Dahai Wang, and Sunliang Cui* College of Pharmaceutical Sciences, Zhejiang University,

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Wiley-VC 2013 69451 Weinheim, Germany Gold-Catalyzed eterogeneous Aerobic Dehydrogenative Amination of a,b-unsaturated Aldehydes to Enaminals** Xiongjie Jin, Kazuya Yamaguchi, and

Διαβάστε περισσότερα

Zuxiao Zhang, Xiaojun Tang and William R. Dolbier, Jr.* Department of Chemistry, University of Florida, Gainesville, FL

Zuxiao Zhang, Xiaojun Tang and William R. Dolbier, Jr.* Department of Chemistry, University of Florida, Gainesville, FL Photoredox-Catalyzed Intramolecular Difluoromethylation of -Benzylacrylamides Coupled with a Dearomatizing Spirocyclization: Access to CF2H Containing 2- Azaspiro[4.5]deca-6,9-diene-3,8-diones. Zuxiao

Διαβάστε περισσότερα

Heterobimetallic Pd-Sn Catalysis: Michael Addition. Reaction with C-, N-, O-, S- Nucleophiles and In-situ. Diagnostics

Heterobimetallic Pd-Sn Catalysis: Michael Addition. Reaction with C-, N-, O-, S- Nucleophiles and In-situ. Diagnostics Supporting Information (SI) Heterobimetallic Pd-Sn Catalysis: Michael Addition Reaction with C-, N-, -, S- Nucleophiles and In-situ Diagnostics Debjit Das, a Sanjay Pratihar a,b and Sujit Roy c * a rganometallics

Διαβάστε περισσότερα

Supporting Information

Supporting Information Electronic upplementary Material (EI) for Green Chemistry. This journal is The Royal ociety of Chemistry 204 upporting Information ynthesis of sulfonamides via I 2 -mediated reaction of sodium sulfinates

Διαβάστε περισσότερα

Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006

Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006 Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2006 Silver-Catalyzed Asymmetric Synthesis of 2,3-Dihydrobenzofurans: A New Chiral Synthesis of Pterocarpans Leticia Jiménez-González, Sergio

Διαβάστε περισσότερα

Electronic Supplementary Information (ESI)

Electronic Supplementary Information (ESI) Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry Electronic Supplementary Information (ESI) For Iron-Catalysed xidative Amidation of Alcohols with Amines Silvia Gaspa, a Andrea

Διαβάστε περισσότερα

Available online at shd.org.rs/jscs/

Available online at shd.org.rs/jscs/ J. Serb. Chem. Soc. 78 (12) S131 S136 (2013) Supplementary material SUPPLEMENTARY MATERIAL TO New 9-aminoacridine derivatives as inhibitors of botulinum neurotoxins and P. falciparum malaria MIKLOŠ TOT

Διαβάστε περισσότερα

Pd Catalyzed Carbonylation for the Construction of Tertiary and

Pd Catalyzed Carbonylation for the Construction of Tertiary and Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 Pd Catalyzed Carbonylation for the Construction of Tertiary and Quaternary

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information Synthesis and Electroactive Properties of Poly(amidoamine) Dendrimers with an Aniline Pentamer Shell Wei-I Hung a, Chih-Bing Hung a, Ya-Han Chang a, Jiun-Kuang Dai a, Yan Li b, Hai

Διαβάστε περισσότερα

Ionic liquid effect over the Biginelli reaction under homogeneous and heterogeneous catalysis

Ionic liquid effect over the Biginelli reaction under homogeneous and heterogeneous catalysis Supporting Information for Ionic liquid effect over the Biginelli reaction under homogeneous and heterogeneous catalysis Haline G. O. Alvim, a,b Tatiani B. de Lima, c Heibbe C. B. de Oliveira, a Fabio

Διαβάστε περισσότερα

Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007

Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007 Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 6945 Weinheim, 2007 A New Method for Constructing Quaternary Carbon Centres: Tandem Rhodium-Catalysed,4-Addition/Intramolecular Cyclization.

Διαβάστε περισσότερα

Studies on Synthesis and Biological Activities of 2( 1 H21,2,42 Triazol212yl)2 2Arylthioethyl Substituted Phenyl Ketones

Studies on Synthesis and Biological Activities of 2( 1 H21,2,42 Triazol212yl)2 2Arylthioethyl Substituted Phenyl Ketones 2002 60 7, 1303 1310 ACTA CHIMICA SINICA Vol. 60, 2002 No. 7, 1303 1310 2( 1 H21,2,42 212 )2 2 ( 300071) Ξ Ξ 22(1 H21,2,42 212 )222 212 (2) 1,42, 3,,. R 1, R 1 = (CH 3 ) 3 C, R 1 = Ar, Ar., 1,42,, Studies

Διαβάστε περισσότερα

Phosphorus Oxychloride as an Efficient Coupling Reagent for the Synthesis of Ester, Amide and Peptide under Mild Conditions

Phosphorus Oxychloride as an Efficient Coupling Reagent for the Synthesis of Ester, Amide and Peptide under Mild Conditions Supplementary Information for Phosphorus xychloride as an Efficient Coupling Reagent for the Synthesis of Ester, Amide and Peptide under Mild Conditions u Chen,* a,b Xunfu Xu, a Liu Liu, a Guo Tang,* a

Διαβάστε περισσότερα

Supporting Information. for. Highly Selective Hydroiodation of Alkynes Using. Iodine-Hydrophosphine Binary System

Supporting Information. for. Highly Selective Hydroiodation of Alkynes Using. Iodine-Hydrophosphine Binary System Supporting Information for Highly Selective Hydroiodation of Alkynes Using Iodine-Hydrophosphine Binary System Shin-ichi Kawaguchi and Akiya Ogawa * Department of Applied Chemistry, Graduate School of

Διαβάστε περισσότερα

Supporting Information

Supporting Information Supporting Information for Lewis acid-catalyzed redox-neutral amination of 2-(3-pyrroline-1-yl)benzaldehydes via intramolecular [1,5]-hydride shift/isomerization reaction Chun-Huan Jiang, Xiantao Lei,

Διαβάστε περισσότερα

Fluorinative Ring-opening of Cyclopropanes by Hypervalent Iodine Reagents. An Efficient Method for 1,3- Oxyfluorination and 1,3-Difluorination

Fluorinative Ring-opening of Cyclopropanes by Hypervalent Iodine Reagents. An Efficient Method for 1,3- Oxyfluorination and 1,3-Difluorination Electronic Supplementary Material (ESI) for Chemical Science. This journal is The Royal Society of Chemistry 2016 Supporting Information Fluorinative Ring-opening of Cyclopropanes by Hypervalent Iodine

Διαβάστε περισσότερα