Functional group divergence and the structural basis of acridine photocatalysis revealed by direct decarboxysulfonylation.

ABSTRACT: The reactivity of the sulfonyl group varies dramatically from nucleophilic sulfinates through chemically robust sulfones to electrophilic sulfonyl halides-a feature that has been used extensively in medicinal chemistry, synthesis, and materials science, especially as bioisosteric replacements and structural analogs of carboxylic acids and other carbonyls. Despite the great synthetic potential of the carboxylic to sulfonyl functional group interconversions, a method that can convert carboxylic acids directly to sulfones, sulfinates and sulfonyl halides has remained out of reach. We report herein the development of a photocatalytic system that for the first time enables direct decarboxylative conversion of carboxylic acids to sulfones and sulfinates, as well as sulfonyl chlorides and fluorid

SUBMITTER: Nguyen VT 

PROVIDER: S-EPMC8985579 | biostudies-literature | 2022 Apr

REPOSITORIES: biostudies-literature