Kinetically-driven reactivity of sulfinylamines enables direct conversion of carboxylic acids to sulfinamides.

ABSTRACT: Sulfinamides are some of the most centrally important four-valent sulfur compounds that serve as critical entry points to an array of emergent medicinal functional groups, molecular tools for bioconjugation, and synthetic intermediates including sulfoximines, sulfonimidamides, and sulfonimidoyl halides, as well as a wide range of other S(iv) and S(vi) functionalities. Yet, the accessible chemical space of sulfinamides remains limited, and the approaches to sulfinamides are largely confined to two-electron nucleophilic substitution reactions. We report herein a direct radical-mediated decarboxylative sulfinamidation that for the first time enables access to sulfinamides from the broad and structurally diverse chemical space of carboxylic acids. Our studies show that the formation of sulfina

SUBMITTER: Dang HT 

PROVIDER: S-EPMC10685282 | biostudies-literature | 2023 Nov

REPOSITORIES: biostudies-literature