Journal of the American Chemical Society

Nickel-Catalyzed Site-Selective Alkylation of Unactivated C (sp3)–H Bonds

X Wu, Y Zhao, H Ge

Index: Wu, Xuesong; Zhao, Yan; Ge, Haibo Journal of the American Chemical Society, 2014 , vol. 136, # 5 p. 1789 - 1792

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Citation Number: 120

Abstract

The direct alkylation of unactivated sp3 C–H bonds of aliphatic amides was achieved via nickel catalysis with the assist of a bidentate directing group. The reaction favors the C–H bonds of methyl groups over the methylene C–H bonds and tolerates various functional groups. Moreover, this reaction shows a predominant preference for sp3 C–H bonds of methyl groups via a five-membered ring intermediate over the sp2 C–H bonds of arenes in ...