Nickel-mediated N-arylation with arylboronic acids: An avenue to Chan-Lam coupling

Organic Letters

Volumn 14, Issue 17, 2012, Pages 4326-4329

  Raghuvanshi, Dushyant Singh ^a   Gupta, Amit Kumar ^a   Singh, Krishna Nand ^a  

^a BANARAS HINDU UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84866029509     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol3021836     Document Type: Article

References (59)

1. Yudin, A. K. and Hartwig, J. F. Catalyzed Carbon-Heteroatom Bond Formation; Wiley-VCH: Weinheim, 2010.
2. Monnier, F.; Taillefer, M. Angew. Chem., Int. Ed. 2009, 48, 6954
3. Hartwig, J. F. Nature 2008, 455, 314
4. Buchwald, S. L. Acc. Chem. Res. 2008, 41, 1439
5. Surry, D. S.; Buchwald, S. L. Angew. Chem., Int. Ed. 2008, 47, 6338
6. Evano, G.; Blanchard, N.; Toumi, M. Chem. Rev. 2008, 108, 3054
7. Beccalli, E. M.; Broggini, G.; Martinelli, M.; Sottocornola, S. Chem. Rev. 2007, 107, 5318
8. Corbet, J.-P.; Mignani, G. Chem. Rev. 2006, 106, 2651
9. Beletskaya, I. P. Pure Appl. Chem. 2005, 77, 2021
10. Beletskaya, I. P.; Cheprakov, A. V. Coord. Chem. Rev. 2004, 248, 2337
11. Ley, S. V.; Thomas, A. W. Angew. Chem., Int. Ed. 2003, 42, 5400
12. Hartwig, J. F. Angew. Chem., Int. Ed. 1998, 37, 2046
13. Qiao, J.-X.; Lam, P. Y. S. Synthesis 2011, 829
14. Louie, J.; Hartwig, J. F. Tetrahedron Lett. 1995, 36, 3609
15. Guram, A. S.; Rennels, R. A.; Buchwald, S. L. Angew. Chem., Int. Ed. Engl. 1995, 34, 1348
16. Ma, D.; Zhang, Y.; Yao, J.; Wu, S.; Tao, F. J. Am. Chem. Soc. 1998, 120, 12459
17. Goodbrand, H. B.; Hu, N.-X. J. Org. Chem. 1999, 64, 670
18. Klapars, A.; Antilla, J. C.; Huang, X.; Buchwald, S. L. J. Am. Chem. Soc. 2001, 123, 7727
19. Chan, D. M. T.; Monaco, K. L.; Wang, R.-P.; Winters, M. P. Tetrahedron Lett. 1998, 39, 2933
20. Li, J. J. Name Reaction, 4 th ed.; Springer: Berlin, 2009; pp 101-104.
21. Lam, P. Y. S.; Clark, C. G.; Saubern, S.; Adams, J.; Winters, M. P.; Chan, D. M. T.; Combs, A. Tetrahedron Lett. 1998, 39, 2941
22. Evans, D. A.; Katz, J. L.; West, T. R. Tetrahedron Lett. 1998, 39, 2937
23. Collman, J. P.; Zhong, M. Org. Lett. 2000, 2, 1233
24. Antilla, J. C.; Buchwald, S. L. Org. Lett. 2001, 3, 2077
25. Lam, P. Y. S.; Vincent, G.; Clark, C. G.; Deudon, S.; Jadhav, P. K. Tetrahedron Lett. 2001, 42, 3415
26. Finet, J.-P.; Fedorov, A. Y.; Combes, S.; Boyer, G. Curr. Org. Chem. 2002, 6, 597
27. Quach, T. D.; Batey, R. A. Org. Lett. 2003, 5, 4397
28. Lan, J.-B.; Zhang, G.-L.; You, J.-S.; Chen, L.; Yan, M.; Xie, R.-G. Synlett 2004, 1095
29. Moessner, C.; Bolm, C. Org. Lett. 2005, 7, 2667
30. Sreedhar, B.; Venkanna, G. T.; Kumar, K. B. S.; Balasubrahmanyam, V. Synthesis 2008, 795
31. Collot, V.; Bovyb, P. R.; Raulta, S. Tetrahedron Lett. 2000, 41, 9053
32. Combs, A. P.; Saubern, S.; Rafalski, M.; Lam, P. Y. S. Tetrahedron Lett. 1999, 40, 1623
33. Hayat, S.; Atta-Ur-Rahman; Choudhary, M. I.; Khan, K. M.; Schumann, W.; Baye, E. Tetrahedron 2001, 57, 9951
34. Combs, A. P.; Tadesse, S.; Rafalski, M.; Haque, T. S.; Lam, P. Y. S. J. Comb. Chem. 2002, 4, 179
35. Chiang, G. C. H.; Olsson, T. Org. Lett. 2004, 6, 3079
36. Kantam, M. L.; Venkanna, G. T.; Sridhar, C.; Sreedhar, B.; Choudary, B. M. J. Org. Chem. 2006, 71, 9522
37. Kaboudin, B.; Abedi, Y.; Yokomatsu, T. Eur. J. Org. Chem. 2011, 6656
38. Wolfe, J. P.; Buchwald, S. L. J. Am. Chem. Soc. 1997, 119, 6054
39. Lipshutz, B. H.; Ueda, H. Angew. Chem., Int. Ed. 2000, 39, 4492
40. Lipshutz, B. H.; Nihan, D. M.; Vinogradova, E.; Taft, B. R.; Boskovic, Z. V. Org. Lett. 2008, 10, 4279
41. Brenner, E.; Fort, Y. Tetrahedron Lett. 1998, 39, 5359
42. Brenner, E.; Schneider, R.; Fort, Y. Tetrahedron 1999, 55, 12829
43. Desmarets, C.; Schneider, R.; Fort, Y. Tetrahedron Lett. 2000, 41, 2875
44. Gradel, B.; Brenner, E.; Schneider, R.; Fort, Y. Tetrahedron Lett. 2001, 42, 5689
45. Desmarets, C.; Schneider, R.; Fort, Y. J. Org. Chem. 2002, 67, 3029
46. Omar-Amrani, R.; Thomas, A.; Brenner, E.; Schneider, R.; Fort, Y. Org. Lett. 2003, 5, 2311
47. Chen, C.; Yang, L.-M. Org. Lett. 2005, 7, 2209
48. Chen, C.; Yang, L.-M. J. Org. Chem. 2007, 72, 6324
49. Gao, C.-Y.; Yang, L.-M. J. Org. Chem. 2008, 73, 1624
50. Kuhl, S.; Fort, Y.; Schneider, R. J. Organomet. Chem. 2005, 690, 6169
51. Matsubara, K.; Ueno, K.; Koga, Y.; Hara, K. J. Org. Chem. 2007, 72, 5069
52. Gupta, A. K.; Kumari, K.; Singh, N.; Raghuvanshi, D. S.; Singh, K. N. Tetrahedron Lett. 2012, 53, 650
53. Gupta, A. K.; Rao, G. T.; Singh, K. N. Tetrahedron Lett. 2012, 53, 2218
54. Kumari, K.; Raghuvanshi, D. S.; Jouikov, V.; Singh, K. N. Tetrahedron Lett. 2012, 53, 1130
55. Raghuvanshi, D. S.; Singh, K. N. Synlett 2011, 373
56. Raghuvanshi, D. S.; Singh, K. N. Tetrahedron Lett. 2011, 52, 5702
57. Allam, B. K.; Singh, K. N. Tetrahedron Lett. 2011, 52, 5851
58. Allam, B. K.; Singh, K. N. Synthesis 2011, 1125
59. Ishikawa, T. Superbases for Organic Synthesis; John Wiley & Sons: Chichester, U.K., 2009.