Ruthenium-catalyzed hydroarylation of anilides with alkynes: An efficient route to ortho -Alkenylated anilines

Organic Letters

Volumn 16, Issue 3, 2014, Pages 912-915

  Manikandan, Rajendran ^a   Jeganmohan, Masilamani ^a  

^a INDIAN INSTITUTE OF SCIENCE EDUCATION AND RESEARCH   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84893863193     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol403666s     Document Type: Article

References (49)

1. Flynn, A. B.; Ogilvie, W. W. Chem. Rev. 2007, 107, 4698
2. Fagnou, K.; Lautens, M. Chem. Rev. 2003, 103, 169
3. Fallis, A. G.; Forgione, P. Tetrahedron 2001, 57, 5899
4. Lin, P. S.; Jeganmohan, M.; Cheng, C. H. Chem.-Eur. J. 2008, 14, 11296
5. Arokiam, P. B.; Bruneau, C.; Dixneuf, P. H. Chem. Rev. 2012, 112, 5879
6. Yeung, C. S.; Dong, V. M. Chem. Rev. 2011, 111, 1215
7. Ritleng, V.; Sirlin, C.; Pfeffer, K. Chem. Rev. 2002, 102, 1731
8. Lyons, M. T.; Sanford, M. S. Chem. Rev. 2010, 110, 1147
9. Bras, J. L.; Muzart, J. Chem. Rev. 2011, 111, 1170
10. Ackermann, L. Chem. Rev. 2011, 111, 1315
11. Colby, D. A.; Bergman, R. G.; Ellman, J. A. Chem. Rev. 2010, 110, 624
12. Ackermann, L. Acc. Chem. Res. 2014, 47, DOI: 10.1021/ar3002798.
13. Li, B.; Dixneuf, P. H. Chem. Soc. Rev. 2013, 42, 5744
14. Kakiuchi, F.; Yamamoto, Y.; Chatani, N.; Murai, S. Chem. Lett. 1995, 681
15. Kakiuchi, F.; Uetsuhara, T.; Tanaka, Y.; Chatani, N.; Murai, S. J. Mol. Catal. A: Chem. 2002, 182-511
16. Harris, P. W. R.; Rickard, C. E. F.; Woodgate, P. D. J. Organomet. Chem. 1999, 589, 168
17. Mitsudo, T.; Zhang, S.-W.; Nagao, M.; Watanabe, Y. Chem.Commun. 1991, 598
18. Neisius, N. M.; Plietker, B. Angew. Chem., Int. Ed. 2009, 48, 5752
19. Weissman, H.; Song, X.; Milstein, D. J. Am. Chem. Soc. 2001, 123, 337
20. The reaction proceeds via oxidative cyclization/β-hydride elimination: Shibata, Y.; Hirano, M.; Tanaka, K. Org. Lett. 2008, 10, 2829
21. Shibata, Y.; Otake, Y.; Hirano, M.; Tanaka, K. Org. Lett. 2009, 11, 689
22. Lim, S. G.; Lee, J. H.; Moon, C. W.; Hong, J. B.; Jun, C. H. Org. Lett. 2003, 5, 2759
23. Parthasarathy, K.; Jeganmohan, M.; Cheng, C.-H. Org. Lett. 2008, 10, 325
24. Colby, D. A.; Bergman, R. G.; Ellman, J. A. J. Am. Chem. Soc. 2008, 130, 3645
25. Satoh, T.; Nishinaka, Y.; Miura, M.; Nomura, M. Chem. Lett. 1999, 615
26. Tsukada, N.; Mitsuboshi, T.; Setoguchi, H.; Inoue, Y. J. Am. Chem. Soc. 2003, 125, 12102
27. Lindhardt, A. T.; Mantel, M. L. H.; Skrydstrup, T. Angew. Chem., Int. Ed. 2008, 47, 2668
28. Zhou, B.; Chen, H.; Wang, C. J. Am. Chem. Soc. 2012, 135, 1264
29. Nakao, Y.; Kanyiva, K. S.; Hiyama, T. J. Am. Chem. Soc. 2008, 130, 2448
30. Nakao, Y. Chem. Rec. 2011, 11, 242
31. Liu, S.; Sawicki, J.; Driver, T. G. Org. Lett. 2012, 14, 3744
32. Mukai, T.; Hirano, K.; Satoh, T.; Miura, M. J. Org. Chem. 2009, 74, 6410
33. Lee, P. S.; Fujita, T.; Yoshikai, N. J. Am. Chem. Soc. 2011, 133, 17283
34. Ding, Z.; Yoshikai, N. Angew. Chem., Int. Ed. 2012, 51, 4698
35. Yamakawa, T.; Yoshikai, N. Org. Lett. 2013, 15, 196
36. Hashimoto, Y.; Hirano, K.; Satoh, T.; Kakiuchi, F.; Miura, M. Org. Lett. 2012, 14, 2058
37. Ackermann, L.; Lygin, A. V.; Hofmann, N. Angew. Chem., Int. Ed. 2011, 50, 6379
38. Zhao, P.; Niu, R.; Wang, F.; Han, K.; Li, X. Org. Lett. 2012, 14, 4166
39. Reddy, M. C.; Jeganmohan, M. Chem. Commun. 2013, 49, 481
40. Itoh, M.; Hashimoto, Y.; Hirano, K.; Satoh, T.; Miura, M. J. Org. Chem. 2013, 78, 8098
41. Suzuki, C.; Hirano, K.; Satoh, T.; F.; Miura, M. Org. Lett. 2013, 15, 3990
42. Zhou, W.; Yang, Y.; Wang, Z.; Deng, G. J. Org. Biomol. Chem. 2014, 12, 51
43. Lee, B. S.; Lee, J. H.; Chi, D. Y. J. Org. Chem. 2002, 67, 6516
44. Hogan, A.; Shea, D. F. J. Org. Chem. 2007, 72, 9557
45. Wang, Y.-M.; Wu, J.; Hoong, C.; Rauniyar, V.; Toste, F. D. J. Am. Chem. Soc. 2012, 134, 12928
46. Stuart, D. R.; Alsabeh, P.; Kuhn, M.; Fagnou, K. J. Am. Chem. Soc. 2010, 132, 18326
47. Ackermann, L.; Lygin, A. V. Org. Lett. 2012, 14, 764
48. Ackermann, L.; Wang, L.; Wolfram, R.; Lygin, A. V. Org. Lett. 2012, 14, 728
49. Yang, X.; Shan, G.; Rao, Y. Org. Lett. 2013, 15, 2334