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Light-Driven Reductive Cleavage of Sulfonamides Promoted by Thiourea Organophotosensitizers

Authors :
Jules Brom
Antoine Maruani
Laurent Micouin
Erica Benedetti
Source :
The Journal of Organic Chemistry. 88:5923-5935
Publication Year :
2023
Publisher :
American Chemical Society (ACS), 2023.

Abstract

We have developed a practical method to perform the reductive photocleavage of sulfonamides using thioureas as organophotocatalysts. This transformation, which tolerates a variety of substrates, occurs under mild reaction conditions in the presence of tetrabutylammonium borohydride as a reducing agent. Experimental and theoretical mechanistic investigations complete the study, shedding light on the nature of the active species involved in the photocatalytic process.

Subjects

Subjects :
Organic Chemistry

Details

ISSN :
15206904 and 00223263
Volume :
88
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....4245b74b8c0df6c6a8bef541f2df2cd4
Full Text :
https://doi.org/10.1021/acs.joc.3c00296