Efficient cross-coupling of aryl chlorides with arylzinc reagents catalyzed by amido pincer complexes of nickel

Organic Letters

Volumn 9, Issue 21, 2007, Pages 4335-4338

  Wang, Li ^a   Wang, Zhong Xia ^a  

^a UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORINATED HYDROCARBON; NICKEL; ORGANOMETALLIC COMPOUND; ZINC;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; COMBINATORIAL CHEMISTRY;

CATALYSIS; COMBINATORIAL CHEMISTRY TECHNIQUES; HYDROCARBONS, CHLORINATED; MOLECULAR STRUCTURE; NICKEL; ORGANOMETALLIC COMPOUNDS; ZINC;

EID: 35548986743     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol701927g     Document Type: Article

References (42)

1. (a) Diederich, F.; Stang, P. J. Metal-Catalyzed Cross-Coupling Reactions; VCH: Weinheim, Germany, 1998.
2. (b) Tsuji, J. Transition Metal Reagents and Catalysts: Innovations in Organic Synthesis; John Wiley & Sons: Chichester, 2000.
3. (c) Corbet, J.-P.; Mignani, G. Chem. Rev. 2006, 106, 2651-2710.
4. (a) Snieckus, V. Chem. Rev. 1990, 90, 879-933.
5. (b) Stanforth, S. P. Tetrahedron 1998, 54, 263-303.
6. (c) Hassan, J.; Sévignon, M.; Gozzi, C.; Schulz, E.; ternaire, M. Chem. Rev. 2002, 102, 1359-1469.
7. (a) Netherton, M. R.; Fu, G. C. Adv. Synth. Catal. 2004, 346, 1525-1532.
8. (b) Littke, A. F.; Fu, G. C. Angew. Chem., Int. Ed. 2002, 41, 4176-4211.
9. (a) Hoye, T. R.; Chen, M. J. Org. Chem. 1996, 61, 7940-7942.
10. (b) Marquais, S.; Arlt, M. Tetrahedron Lett. 1996, 37, 5491-5494.
11. (c) Corley, E. G.; Conrad, K.; Murry, J. A.; Savarin, C.; Holko, J.; Boice, G. J. Org. Chem. 2004, 69, 5120-5123.
12. (d) Okano, M.; Amano, M.; Takagi, K. Tetrahedron Lett. 1998, 39, 3001-3004.
13. (e) Krascsenicsova, K.; Walla, P.; Kasak, P.; Uray, G.; Kappe, C. O.; Putala, M. Chem. Commun. 2004, 2606-2607.
14. (f) Huang, Z.; Qian, M.; Babinski, D. J.; Negishi, E.-I. Organometallics 2005, 24, 475-478.
15. (g) Kondolff, I.; Doucet, H.; Santelli, M. Organometallics 2006, 25, 5219-5222.
16. (h) Herbert, J. M. Tetrahedron Lett. 2004, 45, 817-819.
17. (i) Alimardanov, A.; Schmieder-van de Vondervoort, L.; de Vries, A. H. M.; de Vries, J. G. Adv. Synth. Catal. 2004, 346, 1812-1817.
18. (j) Sapountzis, I.; Dube, H.; Knochel, P. Adv. Synth. Catal. 2004, 346, 709-712.
19. (a) Dai, C.; Fu, G. C. J. Am. Chem. Soc. 2001, 123, 2719-2724.
20. (b) Huang, J.; Nolan, S. P. J. Am. Chem. Soc. 1999, 121, 9889-9890 and references therein.
21. Herrmann, W. A.; Bohm, V.P. W.; Reisinger, C.-P. J. Organomet. Chem. 1999, 576, 23-41.
22. Milne, J. E.; Buchwald, S. L. J. Am. Chem. Soc. 2004, 126, 13028-13032.
23. (a) Lipshutz, B. H.; Frieman, B. A.; Lee, C.-T.; Lower, A.; Nihan, D. M.; Taft, B. R. Chem. Asian J. 2006, 7, 417-429.
24. (b) Lipshutz, B. H.; Blomgren, P. A. J. Am Chem. Soc. 1999, 121, 5819-5820.
25. (c) Miller, J. A.; Farrell, R. P. Tetrahedron Lett. 1998, 39, 6441-6444.
26. (d) Tucker, C. E.; de Vries, J. G. Top. Catal 2002, 79, 111-118.
27. (a) Blaser, H.-U.; Indolese, A.; Naud, F.; Nettekoven, U.; Schnyder, A. Adv. Synth. Catal. 2004, 346, 1583-1598.
28. (b) Walla, P.; Kappe, C. O. Chem. Commun. 2004, 564-565.
29. (c) Gavryushin, A.; Kofink, C.; Manolikakes, G.; Knochel, P. Org. Lett. 2005, 7, 4871-4874.
30. (d) Gavryushin, A.; Kofink, G.; Manolikakes, G.; Knochel, P. Tetrahedron 2006, 62, 7521-7533.
31. Wang, Z.-X.; Wang, L. Chem. Commun. 2007, 2423-2425.
32. Zhao, H.; Li, D.-J.; Deng, L.; Liu, L.; Guo, Q.-X. Chem. Commun. 2003, 506-507.
33. (a) Jones, G. D.; Martin, J. L.; McFarland, C.; Allen, O. R.; Hall, R. E.; Haley, A. D.; Brandon, R. J.; Konovalova, T.; Desrochers, P. J.; Pulay, P.; Vicic, D. A. J. Am. Chem. Soc. 2006, 128, 13175-13183.
34. (b) Anderson, T. J.; Jones, G. D.; Vicie, D. A. J. Am. Chem. Soc. 2004, 126, 8100-8101.
35. (a) Terao, J.; Watanabe, H.; Ikumi, A.; Kuniyasu, H.; Kambe, N. J. Am. Chem. Soc. 2002, 124, 4222-4223.
36. (b) Amatore, C.; Jutand, A.; PeÂrichon, J.; Rollin, Y. Monatsh. Chem. 2000, 131, 1293-1304.
37. (c) Xie, Y.; Tan, G. K.; Yan, Y. K.; Vittal, J. J.; Ng, S. G.; Hor, T. S. A. J. Chem. Soc., Dalton Trans. 1999, 773-779.
38. (d) Kuroboshi, M.; Waki, Y.; Tanaka, H. J. Org. Chem 2003, 68, 3938-3942.
39. (e) Venkatraman, S.; Huang, T.; Li, G.-J. Adv. Synth. Catal. 2002, 344, 399-405.
40. (f) Amatore, C.; Jutand, A. Acc. Chem. Res. 2000, 33, 314-321.
41. (a) Zapf, A.; Beller, M. Top. Catal. 2002, 79, 101-109.
42. (b) Amatore, C.; Jutand, A.; Suarez, A. J. Am. Chem. Soc. 1993, 115, 9531-9541.