Nickel-Catalyzed Direct Amination of Arenes with Alkylamines

Organic Letters

Volumn 17, Issue 10, 2015, Pages 2482-2485

  Yan, Qiangqiang ^a   Chen, Zhengkai ^a   Yu, Wenlong ^a   Yin, Hong ^a   Liu, Zhanxiang ^a   Zhang, Yuhong ^a,b  

^a ZHEJIANG UNIVERSITY   (China)

^b LANZHOU UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84929576468     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/acs.orglett.5b00990     Document Type: Article

References (55)

1. Boaen, N. K.; Hillmyer, M. A. Chem. Soc. Rev. 2005, 34, 267
2. Hili, R.; Yudin, A. K. Nat. Chem. Biol. 2006, 2, 284
3. Rappoport, Z., Ed. The Chemistry of Anilines; Wiley-VCH: Weinheim, 2007.
4. Ricci, A. Amino Group Chemistry: From Synthesis to the Life Sciences; Wiley-VCH: Weinheim, 2008.
5. Evano, G.; Blanchard, N.; Toumi, M. Chem. Rev. 2008, 108, 3054
6. Beletskaya, I. P.; Cheprakov, A. V. Organometallics. 2012, 31, 7753
7. Eycken, E. V. der.; Bariwal, J. Chem. Soc. Rev. 2013, 42, 9283
8. Collet, F.; Dodd, R. H.; Dauban, P. Chem. Commun. 2009, 5061
9. Lyons, T. W.; Sanford, M. S. Chem. Rev. 2010, 110, 1147
10. Cho, S. H.; Kim, J. Y.; Kwak, J.; Chang, S. Chem. Soc. Rev. 2011, 40, 5068
11. Collet, F.; Lescot, C.; Dauban, P. Chem. Soc. Rev. 2011, 40, 1926
12. Roizen, J. L.; Harvey, M. E.; Du Bois, J. Acc. Chem. Res. 2012, 45, 911
13. Louillat, M.-L.; Patureau, F. W. Chem. Soc. Rev. 2014, 43, 901
14. Monguchi, D.; Fujiwara, T.; Furukawa, H.; Mori, A. Org. Lett. 2009, 11, 1607
15. Kawano, T.; Hirano, K.; Satoh, T.; Miura, M. J. Am. Chem. Soc. 2010, 132, 6900
16. Wang, Q.; Schreiber, S. L. Org. Lett. 2009, 11, 5178
17. Miyasaka, M.; Hirano, K.; Satoh, T.; Kowalczyk, R.; Bolm, C.; Miura, M. Org. Lett. 2011, 13, 359
18. Matsuda, N.; Hirano, K.; Satoh, T.; Miura, M. Org. Lett. 2011, 13, 2860
19. He, G.; Lu, C.; Zhao, Y.; Nack, W. A.; Chen, G. Org. Lett. 2012, 14, 2944
20. Wu, X.; Zhao, Y.; Zhang, G.; Ge, H. Angew. Chem., Int. Ed. 2014, 53, 3706
21. Wang, Z.; Ni, J.; Kuninobu, Y.; Kanai, M. Angew. Chem., Int. Ed. 2014, 53, 3496
22. Shang, M.; Sun, S.-Z.; Dai, H.-X.; Yu, J.-Q. J. Am. Chem. Soc. 2014, 136, 3354
23. Takamatsu, K.; Hirano, K.; Satoh, T.; Miura, M. Org. Lett. 2014, 16, 2892
24. Matsubara, T.; Asako, S.; Ilies, L.; Nakamura, E. J. Am. Chem. Soc. 2014, 136, 646
25. Chen, X.; Hao, X.-S.; Goodhue, C. E.; Yu, J.-Q. J. Am. Chem. Soc. 2006, 128, 6790
26. Uemura, T.; Imoto, S.; Chatani, N. Chem. Lett. 2006, 35, 842
27. Thu, H.-Y.; Yu, W.-Y.; Che, C.-M. J. Am. Chem. Soc. 2006, 128, 9048
28. Yoo, E. J.; Ma, S.; Mei, T.-S.; Chan, K. S. L.; Yu, J.-Q. J. Am. Chem. Soc. 2011, 133, 7652
29. Tran, L. D.; Roane, J.; Daugulis, O. Angew. Chem., Int. Ed. 2013, 52, 6043
30. Martínez, A. M.; Rodríguez, N.; Arrayas, R. G.; Carretero, J. C. Chem. Commun. 2014, 50, 2801
31. Li, Q.; Zhang, S.-Y.; He, G.; Ai, Z.; Nack, W.; Chen, G. Org. Lett. 2014, 16, 1764
32. Yamaguchi, J.; Muto, K.; Itami, K. Eur. J. Org. Chem. 2013, 19
33. Tasker, S. Z.; Standley, E. A.; Jamison, T. F. Nature 2014, 509, 299
34. Rouquet, G.; Chatani, N. Angew. Chem., Int. Ed. 2013, 52, 11726
35. Castro, L. C. M.; Chatani, N. Chem. Lett. 2015, 44, 410
36. Shiota, H.; Ano, Y.; Aihara, Y.; Fukumoto, Y.; Chatani, N. J. Am. Chem. Soc. 2011, 133, 14952
37. Aihara, Y.; Chatani, N. J. Am. Chem. Soc. 2013, 135, 5308
38. Song, W.; Lackner, S.; Ackermann, L. Angew. Chem., Int. Ed. 2014, 53, 2477
39. Cong, X.; Li, Y.; Wei, Y.; Zeng, X. Org. Lett. 2014, 16, 3926
40. Iyanaga, M.; Aihara, Y.; Chatani, N. J. Org. Chem. 2014, 79, 11933
41. Lin, C.; Yu, W.; Yao, J.; Wang, B.; Liu, Z.; Zhang, Y. Org. Lett. 2015, 17, 1340
42. Lin, C.; Li, D.; Wang, B.; Yao, J.; Zhang, Y. Org. Lett. 2015, 17, 1382
43. Yang, Ke.; Wang, Y.; Chen, X.; Kadi, A. A.; Fun, H.-K.; Sun, H.; Zhang, Y.; Lu, H. Chem. Commun. 2015, 51, 3582
44. Yan, S.-Y.; Liu, Y.-J.; Liu, B.; Liu, Y.-H.; Shi, B.-F. Chem. Commun. 2015, 51, 4069
45. Liu, Y.-J.; Liu, Y.-H.; Yan, S.-Y.; Shi, B.-F. Chem. Commun. 2015, 51, 6388
46. Zaitsev, V. G.; Shabashov, D.; Daugulis, O. J. Am. Chem. Soc. 2005, 127, 13154
47. Wu, X.; Zhao, Y.; Ge, H. J. Am. Chem. Soc. 2014, 136, 1789
48. Wu, X.; Zhao, Y.; Ge, H. Chem.-Eur. J. 2014, 20, 9530
49. Tang, H.; Zhou, B.; Huang, X.-R.; Wang, C.; Yao, J.; Chen, H. ACS Catal. 2014, 4, 649
50. Mayuko, N.; Hirano, K.; Satoh, T.; Miura, M. Angew. Chem., Int. Ed. 2013, 52, 4457
51. Zard, S. Z. Chem. Soc. Rev. 2008, 37, 1603
52. Bhadra, S.; Matheis, C.; Katayev, D.; Gooßen, L. J. Angew. Chem., Int. Ed. 2013, 52, 9279
53. Liwosz, T. W.; Chemler, S. R. Chem.-Eur. J. 2013, 19, 12771
54. Zhou, L.; Tang, S.; Qi, X.; Lin, C.; Liu, K.; Liu, C.; Lan, Y.; Lei, A. Org. Lett. 2014, 16, 3404
55. Youn, S. W.; Ko, T. Y.; Jang, M. J.; Jang, S. S. Adv. Synth. Catal. 2015, 357, 227