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Vinylboron Self-Promoted Carbonylative Coupling with Cyclobutanone Oxime Esters

Authors :
Yin, Zhiping
Rabeah, Jabor
Brückner, Angelika
Wu, Xiao-Feng
Source :
Organic Letters; March 2019, Vol. 21 Issue: 6 p1766-1769, 4p
Publication Year :
2019

Abstract

Despite the significant progress that has been made in the area of catalyst-dependent chemistry, the exploration of a greener and more environmentally benign catalyst-free reaction remains one of the most important areas in modern chemistry. Herein, we present a vinylboron self-promoted carbonylative coupling with cyclobutanone oxime esters. Various cyclobutanone oxime esters and substituted styrylboronic acids can be transformed into the corresponding enones in moderate to good yields. Detailed EPR investigations and control experiments provide sufficient evidence to show that this reaction goes through a single-electron transfer process.

Details

Language :
English
ISSN :
15237060 and 15237052
Volume :
21
Issue :
6
Database :
Supplemental Index
Journal :
Organic Letters
Publication Type :
Periodical
Accession number :
ejs48823217
Full Text :
https://doi.org/10.1021/acs.orglett.9b00333