Organic Chemistry Portal

Abstracts

Search:

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: sbchangkaist.ac.kr

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)


 

see article for more reactions

Abstract

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.

see article for more examples



Key Words

reduction of nitriles, silanes


ID: J42-Y2015