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Boron-Catalyzed Silylative Reduction of Nitriles in Accessing Primary Amines and Imines

Narasimhulu Gandhamsetty, Jinseong Jeong, Juhyeon Park, Sehoon Park and Sukbok Chang*

*Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Korea, Email:

N. Gandhamsetty, J. Jeong, Y. Park, S. Park, S. Chang, J. Org. Chem., 2015, 80, 7281-7287.

DOI: 10.1021/acs.joc.5b00941 (free Supporting Information)

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Silylative reduction of nitriles under transition metal-free conditions converts alkyl and (hetero)aryl nitriles efficiently to primary amines under mild conditions. The use of sterically bulky silanes enabled a partial reduction leading to N-silylimines.

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Key Words

reduction of nitriles, diethylsilane

ID: J42-Y2015