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Title: Copper-catalyzed aerobic radical C-C bond cleavage of N-H ketimines
Authors: Tnay, Ya Lin
Ang, Gim Yean
Chiba, Shunsuke
Keywords: copper
molecular oxygen
C-C bond cleavage
Issue Date: 2015
Source: Tnay, Y. L., Ang, G. Y., & Chiba, S. (2015). Copper-catalyzed aerobic radical C-C bond cleavage of N-H ketimines. Beilstein Journal of Organic Chemistry, 11, 1933-1943.
Series/Report no.: Beilstein Journal of Organic Chemistry
Abstract: 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.
ISSN: 1860-5397
DOI: 10.3762/bjoc.11.209
Schools: School of Physical and Mathematical Sciences 
Rights: © 2015 The Author(s) (Published by Beilstein-Institut). This is an Open Access article under the terms of the Creative Commons Attribution License (, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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