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Nickel-Catalyzed Reductive and Borylative Cleavage of Aromatic Carbon–Nitrogen Bonds in N-Aryl Amides and Carbamates

Communication

鳶巣先生の論文

Department of Applied Chemistry, Faculty of Engineering and Center for Atomic and Molecular Technologies, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
§ ESICB, Kyoto University, Katsura, Kyoto 615-8510,Japan
J. Am. Chem. Soc., Article ASAP
DOI: 10.1021/ja501649a
Publication Date (Web): March 31, 2014
Copyright © 2014 American Chemical Society

Abstract

Abstract Image
The nickel-catalyzed reaction of N-aryl amides with hydroborane or diboron reagents resulted in the formation of the corresponding reduction or borylation products, respectively. Mechanistic studies revealed that these reactions proceeded via the activation of the C(aryl)–N bonds of simple, electronically neutral substrates and did not require the presence of an ortho directing group.

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