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Cyano-Sacrificial (Arylthio)arylamination of Quinoline and Isoquinoline N-Oxides Using N-(2-(Arylthio)aryl)cyanamides

Author:
Behera, Ahalya, Sau, Prasenjit, Sahoo, Ashish Kumar, Patel, Bhisma K.
Source:
Journal of organic chemistry 2018 v.83 no.18 pp. 11218-11231
ISSN:
1520-6904
Subject:
additives, amination, chemical structure, copper, cyanamides, quinoline, regioselectivity
Abstract:
A copper(I)-catalyzed regioselective arylthio-arylamination of quinoline and isoquinoline N-oxides has been achieved at the expense of a cyano (CN) group from N-(2-(arylthio)aryl)cyanamides. This reductive amination proceeds in one pot at 80 °C in the absence of any additives. This is a unique demonstration of aryl cyanamides serving as arylaminating agents on quinoline/isoquinoline N-oxides with concurrent autoreduction of N-oxide.
Agid:
6146224