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

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Title
Boron-Catalyzed Silylative Reduction of Nitriles in Accessing Primary Amines and Imines
Author(s)
Narasimhulu Gandhamsetty; Jinseong Jeong; Juhyeon Park; Sehoon Park; Sukbok Chang
Publication Date
2015-07
Journal
JOURNAL OF ORGANIC CHEMISTRY, v.80, no.14, pp.7281 - 7287
Publisher
AMER CHEMICAL SOC
Abstract
Silylative reduction of nitriles was studied under transition metal-free conditions by using B(C6F5)3 as a catalyst with hydrosilanes as a reductant. Alkyl and (hetero)aryl nitriles were efficiently converted to primary amines or imines under mild conditions. The choice of silanes was found to determine the selectivity: while a full reduction of nitriles was highly facile, the use of sterically bulky silanes allowed for the partial reduction leading to Nsilylimines. © 2015 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/1989
DOI
10.1021/acs.joc.5b00941
ISSN
0022-3263
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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