TY - JOUR
T1 - Boron-Catalyzed Silylative Reduction of Nitriles in Accessing Primary Amines and Imines
AU - Gandhamsetty, Narasimhulu
AU - Jeong, Jinseong
AU - Park, Juhyeon
AU - Park, Sehoon
AU - Chang, Sukbok
N1 - Publisher Copyright:
© 2015 American Chemical Society.
PY - 2015/7/17
Y1 - 2015/7/17
N2 - 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 N-silylimines.
AB - 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 N-silylimines.
UR - http://www.scopus.com/inward/record.url?scp=84937605880&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.5b00941
DO - 10.1021/acs.joc.5b00941
M3 - 文章
C2 - 26152758
AN - SCOPUS:84937605880
SN - 0022-3263
VL - 80
SP - 7281
EP - 7287
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 14
ER -