Nickel-catalyzed reductive coupling of aryl halides with secondary alkyl bromides and allylic acetate

Organic Letters

Volumn 14, Issue 13, 2012, Pages 3352-3355

  Wang, Shulin ^a   Qian, Qun ^a   Gong, Hegui ^a  

^a SHANGHAI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; BROMINATED HYDROCARBON; CHLORINATED HYDROCARBON; NICKEL; ORGANOMETALLIC COMPOUND;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; OXIDATION REDUCTION REACTION;

ACETATES; CATALYSIS; HYDROCARBONS, BROMINATED; HYDROCARBONS, CHLORINATED; MOLECULAR STRUCTURE; NICKEL; ORGANOMETALLIC COMPOUNDS; OXIDATION-REDUCTION;

EID: 84863626013     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol3013342     Document Type: Article

References (33)

1. Rudolph, A.; Lautens, M. Angew. Chem., Int. Ed. 2009, 48, 2656-2670
2. Frisch, A. C.; Beller, M. Angew. Chem., Int. Ed. 2005, 44, 674-688
3. Hu, X. Chem. Sci. 2011, 2, 1867
4. Powell, D. A.; Maki, T.; Fu, G. C. J. Am. Chem. Soc. 2005, 127, 510-511
5. Lou, S.; Fu, G. C. J. Am. Chem. Soc. 2010, 132, 1264-1266
6. Strotman, N. A.; Stefan Sommer, S.; Gregory C. Fu, G. C. Angew. Chem., Int. Ed. 2007, 46, 3556-3558
7. Zhou, J.; Fu, G. C. J. Am. Chem. Soc. 2004, 126, 1340-1341
8. Oelke, A. J.; Sun, J.; Fu, G. C. J. Am. Chem. Soc. 2012, 134, 2966-2969
9. Gong, H.; Gagné, M. R. J. Am. Chem. Soc. 2008, 130, 12177-12183
10. Vechorkin, O.; Proust, V.; Hu, X. J. Am. Chem. Soc. 2009, 131, 9756
11. Smith, S. C.; Fu, G. C. Angew. Chem., Int. Ed. 2008, 47, 9334
12. Han, C.; Buchwald, S. L. J. Am. Chem. Soc. 2009, 131, 7532
13. Thaler, T.; Haag, B.; Gavryushin, A.; Schober, K.; Hartmann, E.; Gschwind, R. M.; Zipse, H.; Mayer, P.; Knochel, P. Nature Chem. 2010, 2, 125
14. Joshi-Pangu, A.; Ganesh, M.; Biscoe, M. R. Org. Lett. 2011, 13, 1218
15. Jana, R.; Pathak, T. P.; Sigman, M. S. Chem. Rev. 2011, 111, 1417
16. Breitenfeld, J.; Vechorkin, O.; Corminboeuf, C.; Scopelliti, R.; Hu, X. Organometallics 2010, 29, 3686-3689
17. Krasovskiy, A.; Duplais, C.; Lipshutz, B. H. J. Am. Chem. Soc. 2009, 131, 15592-15593
18. Czaplik, W. M.; Mayer, M.; von Wangelin, A. J. Angew. Chem., Int. Ed. 2009, 48, 607-610
19. Amatore, M.; Gosmini, C. Chem. Commun. 2008, 5019
20. Duplais, C.; Krasovskiy, A.; Wattenberg, A.; Lipshutz, B. H. Chem. Commun. 2010, 562
21. Czaplik, W. M.; Mayer, M.; Jacobi von Wangelin, A. Synlett 2009, 2931
22. Amatore, M.; Gosmini, C. Chem.-Eur. J. 2010, 16, 5848
23. Durandetti, M.; Nédélec, J.-Y.; Périchon. J. Org. Chem. 1996, 61, 1748-1755
24. Everson, D. A.; Shrestha, R.; Weix, D. J. J. Am. Chem. Soc. 2010, 132, 920-921
25. Yan, C.-S.; Peng, Y.; Xu, X.-B.; Wang, Y.-W. Chem.-Eur. J. 2012, 18, 6039-6048
26. Everson, D. A.; Jones, B. A.; Weix, D. J. J. Am. Chem. Soc. 2012, 134, 6146-6159
27. Yu, X.; Yang, T.; Wang, S.; Xu, H.; Gong, H. Org. Lett. 2011, 13, 2138
28. Dai, Y.; Wu, F.; Zang, Z.; You, H.; Gong, H. Chem.-Eur. J. 2012, 16, 808
29. Wu, F.; Lu, W.; Qian, Q.; Ren, Q.; Gong, H. Org. Lett. 2012, 14, 3044
30. Yin, H.; Zhao, C.; You, H.; Lin, Q.; Gong, H. Chem. Commun. 2012, in press (DOI: 10.1039/C2CC33232A).
31. Qian, X.; Auffrant, A.; Felouat, A.; Gosmini, C. Angew. Chem., Int. Ed. 2011, 50, 10402
32. Gomes, P.; Gosmini, C.; Périchon, J. Org. Lett. 2003, 5, 1043-1045
33. Mayer, M.; Czaplik, W. M.; Jacobi von Wangelin, A. Adv. Synth. Catal. 2010, 352, 2147