Light-Driven Reductive Cleavage of Sulfonamides Promoted by Thiourea Organophotosensitizers.

J Org Chem

Université de Paris Cité, CNRS, Laboratoire de Chimie et de Biochimie Pharmacologiques et Toxicologiques, F-75006 Paris, France.

Published: May 2023

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.

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http://dx.doi.org/10.1021/acs.joc.3c00296DOI Listing

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