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Direct sulfonylation of anilines mediated by visible light.

ABSTRACT: Sulfones feature prominently in biologically active molecules and are key functional groups for organic synthesis. We report a mild, photoredox-catalyzed reaction for sulfonylation of aniline derivatives with sulfinate salts, and demonstrate the utility of the method by the late-stage functionalization of drugs. Key features of the method are the straightforward generation of sulfonyl radicals from bench-stable sulfinate salts and the use of simple aniline derivatives as convenient readily available coupling partners.

SUBMITTER: Johnson TC

PROVIDER: S-EPMC5868301 | biostudies-literature | 2018 Jan

REPOSITORIES: biostudies-literature

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Direct sulfonylation of anilines mediated by visible light.

Johnson Tarn C TC Elbert Bryony L BL Farley Alistair J M AJM Gorman Timothy W TW Genicot Christophe C Lallemand Bénédicte B Pasau Patrick P Flasz Jakub J Castro José L JL MacCoss Malcolm M Dixon Darren J DJ Paton Robert S RS Schofield Christopher J CJ Smith Martin D MD Willis Michael C MC

Chemical science 20171116 3

Sulfones feature prominently in biologically active molecules and are key functional groups for organic synthesis. We report a mild, photoredox-catalyzed reaction for sulfonylation of aniline derivatives with sulfinate salts, and demonstrate the utility of the method by the late-stage functionalization of drugs. Key features of the method are the straightforward generation of sulfonyl radicals from bench-stable sulfinate salts and the use of simple aniline derivatives as convenient readily avail ...[more]

PMID: 29629128

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