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Copper/Manganese Cocatalyzed Oxidative Coupling of Vinylarenes with Ketones

Authors :
Jia-Long Wen
Wei Zhang
Xing-Wang Lan
Cui-Bing Bai
Nai-Xing Wang
Yi-He Li
Yalan Xing
Source :
Organic Letters. 17:4460-4463
Publication Year :
2015
Publisher :
American Chemical Society (ACS), 2015.

Abstract

A novel copper/manganese cocatalyzed direct oxidative coupling of terminal vinylarenes with ketones via C(sp(3))-H bond functionalization following C-C bond formation has been developed using tert-butyl hydroperoxide as the radical initiator. Various ketones underwent a free-radical addition of terminal vinylarenes to give the corresponding 1,4-dicarbonyl products with excellent regioselectivity and efficiency through one step. A possible reaction mechanism has been proposed.

Details

ISSN :
15237052 and 15237060
Volume :
17
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....eb408734f3e0ea5688a4986a0a51b011
Full Text :
https://doi.org/10.1021/acs.orglett.5b02116