镍催化的还原偶联化学

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镍催化的还原偶联化学

龚和贵*,吴凡,尹鸿宇,王书林

上海大学化学系,上海市上大路99号,200444

*Email: hegui_gong@

本摘要描述了采用较廉价的Nickel催化剂,Zn粉作为还原剂,在常温条件下使烷基卤代化合物与酰氯和酸酐等亲电试剂直接偶联生成含sp3碳的酮类化合物。该方法不同于传统的偶联化学或in-situ生成有机金属亲核试剂的方法,而是可能采用redox过程实现的。

Fig. 1 Ni-catalyzed reductive coupling of alkyl halides with acyl electrophiles

关键词:还原偶联;Ni-催化;Redox

参考文献

[1]Dai, Y.; Wu, F.; Zang, Z.; You, H.; Gong, H. Chem. Eur. J.2012, 15, 808.

[2] Yu, X.; Yang, T.; Wang, S.; Xu, H.; Gong, H. Org. Lett.2011, 13, 2138.

[3]Yu, X.; Dai, Y.; Yang, T.; Gagné, M. R.; Gong, H. Tetrahedron2011, 67, 144.

Ni-Catalyzed Reductive Coupling Chemistry

Hegui Gong*, Fan Wu, Hongyu Yin, Shulin Wang

Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai, 200444

Ni-catalyzed reductive cross-coupling of two unactivated alkyl halides, as well as the coupling of unactivated alkyl halides with allylic carbonates have been successfully developed in our lab, providing the C(sp3)-C(sp3) coupling

products in moderate to excellent yields. The reductive coupling strategy can also be applied to the coupling of

unactivated alkyl halides with acid chlorides and acid anhydrides. This process allows efficient synthesis of ketones

in a straightforward manner.

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