Oxidative coupling of alkenes with amides using peroxides: selective amide C(sp3)-H versus C(sp2)-H functionalization

A new oxidative coupling of unactivated terminal alkenes with amides using peroxides is described, in which mono- and difunctionalization of alkenes are selectively achieved. In this reaction with amides, the chemoselectivity toward the functionalization of the C(sp(3))-H bonds adjacent to the nitro...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2014-11, Vol.50 (85), p.12867-12869
Main Authors: Yang, Xu-Heng, Wei, Wen-Ting, Li, Hai-Bing, Song, Ren-Jie, Li, Jin-Heng
Format: Article
Language:English
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Summary:A new oxidative coupling of unactivated terminal alkenes with amides using peroxides is described, in which mono- and difunctionalization of alkenes are selectively achieved. In this reaction with amides, the chemoselectivity toward the functionalization of the C(sp(3))-H bonds adjacent to the nitrogen atom or the functionalization of the carbonyl C(sp(2))-H bonds across alkenes relies on the reaction conditions.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc05051g