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Visible-Light-Promoted Thiyl Radical Generation from Sodium Sulfinates: A Radical–Radical Coupling to Thioesters

Authors :
Hun Young Kim
Dilip V. Patil
Ganganna Bogonda
Kyungsoo Oh
Source :
Organic Letters. 21:3774-3779
Publication Year :
2019
Publisher :
American Chemical Society (ACS), 2019.

Abstract

A convenient visible-light photoredox catalysis has been developed for the synthesis of thioesters from two readily available starting materials: acid chlorides and sodium sulfinates. The facile generation of acyl radical species under the visible light photoredox conditions allows the formation of thiyl radical species from sodium sulfinates via multiple single electron transfer reactions, where the final acyl radical-thiyl radical coupling has been accomplished. The direct radical-radical coupling strategy offers a mild and controlled photochemical approach to important synthetic building blocks such as thioesters.

Details

ISSN :
15237052 and 15237060
Volume :
21
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....fa75d3282bbbe0aa246155c5bf0d4c04