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Nickel-catalyzed Thioester Transfer Reaction with sp2-Hybridized Electrophiles

Authors :
Wu, Xiaopeng
Li, Jinhang
Xia, Siyu
Zhu, Chengjian
Xie, Jin
Source :
The Journal of Organic Chemistry; August 2022, Vol. 87 Issue: 15 p10003-10017, 15p
Publication Year :
2022

Abstract

We report a thioacylation transfer reaction based on nickel-catalyzed C–C bond cleavage of thioesters with sp2-hybridized electrophiles. Aryl bromides, iodides, and alkenyl triflates can participate in thioester transfer reaction of aryl thioesters, affording a wide range of structurally diverse new thioesters in yields of up to 98% under mild reaction conditions. With this protocol, it is possible to construct alkenyl thioesters from the corresponding ketones through the generation of alkenyl triflates.

Details

Language :
English
ISSN :
00223263
Volume :
87
Issue :
15
Database :
Supplemental Index
Journal :
The Journal of Organic Chemistry
Publication Type :
Periodical
Accession number :
ejs60345407
Full Text :
https://doi.org/10.1021/acs.joc.2c00979