Transition-metal-free, visible-light induced cyclization of arylsulfonyl chlorides with 2-isocyanobiphenyls to produce phenanthridines

Chemical Communications

Volumn 50, Issue 35, 2014, Pages 4643-4645

  Gu, Lijun ^a   Jin, Cheng ^b   Liu, Jiyan ^a   Ding, Hongyan ^a   Fan, Baomin ^a  

^a YUNNAN MINZU UNIVERSITY   (China)

^b New United Group Company Limited   (China)

Author keywords

[No Author keywords available]

Indexed keywords

BIPHENYL DERIVATIVE; CYANIDE; PHENANTHRIDINE DERIVATIVE; SULFINIC ACID DERIVATIVE; SULFONYL CHLORIDE; 2 ISOCYANOBIPHENYL DERIVATIVE; ARYLSULFONYL CHLORIDE DERIVATIVE; SULFUR DERIVATIVE; UNCLASSIFIED DRUG;

CATALYSIS; CHEMISTRY; CYCLIZATION; LIGHT; SYNTHESIS; ARTICLE; CHEMICAL STRUCTURE;

BIPHENYL COMPOUNDS; CATALYSIS; CYANIDES; CYCLIZATION; LIGHT; PHENANTHRIDINES; SULFINIC ACIDS;

EID: 84898741509     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c4cc01487a     Document Type: Article

References (40)

1. A. V. Gulevich, A. S. Dudnik, N. Chernyak, V. Gevorgyan, Chem. Rev., 2013, 113, 3084.
2. M. N. Pennell, R. W. Foster, P. G. Turner, H. C. Hailes, C. J. Tame, T. D. Sheppard, Chem. Commun., 2014, 50, 1302.
3. T. Yang, H. Cui, C. Zhang, L. Zhang, C. Su, ChemCatChem, 2013, 5, 3131.
4. Q. Lu, J. Zhang, G. Zhao, Y. Qi, H. Wang, A. Lei, J. Am. Chem. Soc., 2013, 135, 11481.
5. Z. Huang, L. Jin, Y. Feng, P. Peng, H. Yi, A. Lei, Angew. Chem., Int. Ed., 2013, 52, 7151.
6. Q. Liu, R. Jackstell, M. Beller, Angew. Chem., Int. Ed., 2013, 52, 13871.
7. J. Wang, C. Liu, J. Yuan, A. Lei, Angew. Chem., Int. Ed., 2013, 52, 2256.
8. E. C. Taylor, G. G. Spence, Chem. Commun., 1968, 1037.
9. S. Simeon, J. L. Rios, A. Villar, Pharmazie, 1989, 44, 593.
10. S. D. Phillips, R. N. Castle, J. Heterocycl. Chem., 1981, 18, 223.
11. O. B. Abdel-Halim, T. Morikawa, S. Ando, H. Matsuda, M. Yoshikawa, J. Nat. Prod., 2004, 67, 1119.
12. T. Gerfaud, L. Neuville, J. Zhu, Angew. Chem., Int. Ed., 2009, 48, 572.
13. A. K. Mandadapu, M. Saifuddin, P. K. Agarwal, B. Kundu, Org. Biomol. Chem., 2009, 7, 2796.
14. L. Zhang, G. Y. Ang, S. Chiba, Org. Lett., 2010, 12, 3682.
15. J. Peng, T. Chen, C. Chen, B. Li, J. Org. Chem., 2011, 76, 9507.
16. J. Pawlas, M. Begtrup, Org. Lett., 2002, 4, 2687.
17. B. Zhang, C. Mück-Lichtenfeld, C. G. Daniliuc, A. Studer, Angew. Chem., Int. Ed., 2013, 52, 10792.
18. M. Tobisu, K. Koh, T. Furukawa, N. Chatani, Angew. Chem., Int. Ed., 2012, 51, 11363.
19. Q. Wang, X. Dong, T. Xiao, L. Zhou, Org. Lett., 2013, 15, 4846.
20. Y. Cheng, H. Jiang, Y. Zhang, S. Yu, Org. Lett., 2013, 15, 5520.
21. H. Jiang, Y. Cheng, R. Wang, M. Zheng, Y. Zhang, S. Yu, Angew. Chem., Int. Ed., 2013, 52, 13289.
22. I. Lenoir, M. L. Smith, J. Chem. Soc., Perkin Trans. 1, 2000, 641.
23. D. Leifert, C. G. Daniliuc, A. Studer, Org. Lett., 2013, 15, 6286.
24. B. Zhang, C. G. Daniliuc, A. Studer, Org. Lett., 2014, 16, 250.
25. J. Liu, C. Fan, H. Yin, C. Qin, G. Zhang, X. Zhang, H. Yi, A. Lei, Chem. Commun., 2014, 50, 2145.
26. T. Xiao, L. Li, G. Lin, Q. Wang, P. Zhang, Z. Mao, L. Zhou, Green Chem., 2014 doi:10.1039/C3GC42517G.
27. K. Zeitler, Angew. Chem., Int. Ed., 2006, 48, 9785.
28. J. M. R. Narayanam, C. R. J. Stephenson, Chem. Soc. Rev., 2011, 40, 102.
29. Y. C. Teo, Y. Pan, C. H. Tan, ChemCatChem, 2013, 5, 235.
30. Y. Pan, S. Wang, C. W. Kee, E. Dubuisson, Y. Yang, K. P. Loha, C. Tan, Green Chem., 2011, 13, 3341.
31. T. Xiao, X. Dong, Y. Tang, L. Zhou, Adv. Synth. Catal., 2012, 354, 3195.
32. D. Ravelli, M. Fagnoni, ChemCatChem, 2012, 4, 169.
33. T. Hering, D. P. Hari, B. König, J. Org. Chem., 2012, 77, 1034.
34. Y. Xu, W. Zhang, ChemCatChem, 2013, 5, 2343.
35. G. Deng, Z. Wang, J. Xia, P. Qian, R. Song, M. Hu, L. Gong, J. Li, Angew. Chem., Int. Ed., 2013, 52, 1535.
36. J. Xia, G. Deng, M. Zhou, W. Liu, P. Xie, J. Li, Synlett, 2012, 2707.
37. L. Gu, C. Jin, Org. Biomol. Chem., 2012, 10, 7089.
38. L. Gu, C. Jin, J. Guo, L. Zhang, W. Wang, Chem. Commun., 2013, 49, 10968.
39. L. Gu, J. Liu, L. Zhang, Y. Xiong, R. Wang, Chin. Chem. Lett., 2014, 25, 90.
40. L. Gu, W. Wang, Y. Xiong, X. Huang, G. Li, Eur. J. Org. Chem., 2014, 319.