Rhodium-Catalyzed Alkylation of C-H Bonds in Aromatic Amides with Styrenes via Bidentate-Chelation Assistance

Organic Letters

Volumn 17, Issue 14, 2015, Pages 3584-3587

  Shibata, Kaname ^a   Yamaguchi, Takuma ^a   Chatani, Naoto ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84937573628     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/acs.orglett.5b01682     Document Type: Article

References (47)

1. McMurray, L.; O'Hara, F.; Gaunt, M. J. Chem. Soc. Rev. 2011, 40, 1885
2. Yamaguchi, J.; Yamaguchi, A. D.; Itami, K. Angew. Chem., Int. Ed. 2012, 51, 8960
3. Chen, D. Y. K.; Youn, S. W. Chem.-Eur. J. 2012, 18, 9452
4. Segawa, Y.; Maekawa, T.; Itami, K. Angew. Chem., Int. Ed. 2015, 54, 66
5. Engle, K. M.; Mei, T.-S.; Wasa, M.; Yu, J.-Q. Acc. Chem. Res. 2012, 45, 788
6. Colby, D. A.; Tsai, A. S.; Bergman, R. G.; Ellman, J. A. Acc. Chem. Res. 2012, 45, 814
7. Song, G.; Wang, F.; Li, X. Chem. Soc. Rev. 2012, 41, 3651
8. Li, B.-J.; Shi, Z.-J. Chem. Soc. Rev. 2012, 41, 5588
9. Arockiam, P. B.; Bruneau, C.; Dixneuf, P. H. Chem. Rev. 2012, 112, 5879
10. Louilla, M.-L.; Patureau, F. W. Chem. Soc. Rev. 2014, 43, 901
11. Thirunavukkarasu, V. S.; Kozhushkov, S. I.; Ackermann, L. Chem. Commun. 2014, 50, 29
12. Ackermann, L. Acc. Chem. Res. 2014, 47, 281
13. Miura, M.; Satoh, T.; Hirano, K. Bull. Chem. Soc. Jpn. 2014, 87, 751
14. Gao, K.; Yoshikai, N. Acc. Chem. Res. 2014, 47, 1208
15. Kuhl, N.; Schröder, N.; Glorius, F. Adv. Synth. Catal. 2014, 356, 1443
16. Zhang, M.; Zhang, Y.; Jie, X.; Zhao, H.; Li, G.; Su, W. Org. Chem. Front. 2014, 1, 843
17. Zhang, F.; Spring, D. R. Chem. Soc. Rev. 2014, 43, 6906
18. Song, G.; Li, X. Acc. Chem. Res. 2015, 48, 1007
19. Yuan, J.; Liu, C.; Lei, A. Chem. Commun. 2015, 51, 1394
20. Murai, S.; Kakiuchi, F.; Sekine, S.; Tanaka, Y.; Kamatani, A.; Sonoda, M.; Chatani, N. Nature 1993, 366, 529
21. Yang, L.; Huang, H. Chem. Rev. 2015, 115, 3468
22. Martinez, R.; Simon, M.-O.; Chevalier, R.; Pautigny, C.; Genet, J.-P.; Darses, S. J. Am. Chem. Soc. 2009, 131, 7887
23. Simon, M.-O.; Genet, J.-P.; Darses, S. Org. Lett. 2010, 12, 3038
24. Ilies, L.; Chen, Q.; Zeng, X.; Nakamura, E. J. Am. Chem. Soc. 2011, 133, 5221
25. Gao, K.; Yoshikai, N. J. Am. Chem. Soc. 2011, 133, 400
26. Lee, P.-S.; Yoshikai, N. Angew. Chem., Int. Ed. 2013, 52, 1240
27. Xu, W.; Yoshikai, N. Angew. Chem., Int. Ed. 2014, 53, 14166
28. Pan, S.; Ryu, N.; Shibata, T. J. Am. Chem. Soc. 2012, 134, 17474
29. Pan, S.; Ryu, N.; Shibata, T. Adv. Synth. Catal. 2014, 356, 929
30. Bartoszewicz, A.; Martín-Matute, B. Org. Lett. 2009, 11, 1749
31. Oyamada, J.; Hou, Z. Angew. Chem., Int. Ed. 2012, 51, 12828
32. Crisenza, G. E. M.; McCreanor, N. G.; Bower, J. F. J. Am. Chem. Soc. 2014, 136, 10258
33. Zidorn, C.; Lohwasser, U.; Pschorr, S.; Salvenmmoser, D.; Ongania, K.-H.; Ellmerer, E. P.; Börner, A.; Stuppner, H. Phytochemistry 2005, 66, 1691
34. Dat, N. T.; Lee, J.-H.; Lee, K.; Hong, Y.-S.; Kim, Y. H.; Lee, J. J. J. Nat. Prod. 2008, 71, 1696
35. Kommagalla, Y.; Mullapudi, V. B.; Francis, F.; Ramana, C. V. Cat. Sci. Technol. 2015, 5, 114
36. Corbet, M.; De Campo, F. Angew. Chem., Int. Ed. 2013, 52, 9896
37. Rouquet, G.; Chatani, N. Angew. Chem., Int. Ed. 2013, 52, 11726
38. Misal Castro, L. C.; Chatani, N. Chem. Lett. 2015, 44, 410
39. Daugulis, O.; Roane, J.; Tran, L. D. Acc. Chem. Res. 2015, 48, 1053
40. Rit, R. K.; Yadav, M. R.; Ghosh, K.; Sahoo, A. K. Tetrahedron 2015, 71, 4450
41. Shibata, K.; Chatani, N. Org. Lett. 2014, 16, 5148
42. Pan, F.; Lei, Z.-Q.; Wang, H.; Li, H.; Sun, J.; Shi, Z.-S. Angew. Chem., Int. Ed. 2013, 52, 2063
43. Zhou, W.; Yang, Y.; Wang, Z.; Deng, G.-J. Org. Biomol. Chem. 2014, 12, 251
44. Aïssa, C.; Ho, K. Y. T.; Tetlow, D. J.; Pin-Nó, M. Angew. Chem., Int. Ed. 2014, 53, 4209
45. Keske, E. C.; Moore, B. D.; Zenkina, O. V.; Wang, R.; Schatte, G.; Crudden, C. M. Chem. Commun. 2014, 50, 9883
46. Rouquet, G.; Chatani, N. Chem. Sci. 2013, 4, 2201
47. Grigorjeva, L.; Daugulis, O. Org. Lett. 2014, 16, 4684