Negishi交叉偶联反应
在镍或钯催化下有机锌试剂和各种卤代物或磺酸酯(芳基,烯基,炔基和酰基)进行交叉偶联的反应。
反应活性一般比较好、对烷基(sp3) 锌化合物也能使用,官能团兼容性好。
另外使用有机铝或有机锆的偶联反应也被称为根岸偶联反应。
反应机理
come over卤代物的氧化加成,和有机锌试剂金属转移,还原消除得到产物
反应实例
参考文献
1. (a) Negishi, E.-I.; Baba, S. J. Chem. Soc., Chem. Commun. 1976, 596十六大报告全文-597. (b)Negishi, E.-I.; King, A. O.; Okukado, N. J. Org. Chem. 1977, 42, 1821-1823. (c) Negishi, E.-I. Acc. Chem. Res. 1982, 15, 340-348. (Review). Negishi is a professor at Purdue University. He won Nobel Prize in 2010 along with Richard F. Heck and Akira Suzuki “for palladium-catalyzed cross couplings in organic synthesis”. 【Negishi普渡大学教授。由于在有机合成中对钯催化偶联方面的研究和Richard F. Heck , Akira Suzuki共同获得了2010年的诺贝尔化学奖。】
2. Erdik, E. Tetrahedron 1992, 48, 9577-9648. (Review).
2012泉州中考3. De Vos, E.; Esmans, E. L.; Alderweireldt, F. C.; Balzarini, J.; De Clercq, E. J. Heterocycl. Chem. 1993, 30, 1245-1252.
4. Evans, D. A.; Bach, T. Angew. Chem. Int. Ed. 1993, 32, 1326-1327.
5. Negishi, E.-I.; Liu, F. In Metal-Catalyzed Cross-Coupling Reactions; Diederich, F.;Stang, P. J., Eds.; Wiley–VCH: Weinheim, Germany, 1998, pp 1–47. (Review).
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vero moda怎么读8. Corley, E. G.; Conrad, K.; Murry, J. A.; Savarin, C.; Holko, J.; Boice, G. J. Org.
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10. Yet, L. Negishi cross-coupling reaction. In Name Reactions for Homologations-Part I; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2009, pp 70英国预科99. (Review).
catchon
中译英翻译>bedchamber11. Dolliver, D. D.; Bhattarai, B. T.; et al. J. Org. Chem. 2013, 78, 3676natalie dormer−3687.
编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Negishi cross-coupling reaction,page 430-431.