Light-driven reductive cleavage of sulfonamides promoted by thiourea organophotosensitizers

07 November 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

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.

Keywords

Thioureas
desulfonylation
photocatalysis
light-driven transformations
sulfonamides

Supplementary materials

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Supporting Information
Description
UV-vis absorption of compounds 3a-h and 4a-n, cyclic volt-ammetry, details on the photochemical apparatus and triplet quenching experiments, theoretical data, copies of 1H NMR, 19F NMR and 13C NMR spectra
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