Copper-catalyzed aerobic radical C-C bond cleavage of N-H ketimines
Tnay, Ya Lin
Ang, Gim Yean
Date of Issue2015
School of Physical and Mathematical Sciences
We report herein studies on copper-catalyzed aerobic radical C-C bond cleavage of N-H ketimines. Treatment of N-H ketimines having an alpha-sp3 hybridized carbon under Cu-catalyzed aerobic reaction conditions resulted in a radical fragmentation with C-C bond cleavage to give the corresponding carbonitrile and carbon radical intermediate. This radical process has been applied for the construction of oxaspirocyclohexadienones as well as in the electrophilic cyanation of Grignard reagents with pivalonitrile as a CN source.
C-C bond cleavage
Beilstein Journal of Organic Chemistry
© 2015 The Author(s) (Published by Beilstein-Institut). This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.