Umpolung Difunctionalization of Carbonyls via Visible-Light Photoredox Catalytic Radical-Carbanion Relay

URN to cite this document:: urn:nbn:de:bvb:355-epub-431297
DOI to cite this document:: 10.5283/epub.43129

Wang, Shun ; Cheng, Bei-Yi ; Sršen, Matea ; König, Burkhard

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Date of publication of this fulltext: 06 May 2020 12:34

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Abstract

The combination of photoredox catalysis with the Wolff-Kishner (WK) reaction allows the difunctionalization of carbonyl groups by a radical-carbanion relay sequence (photo-Wolff-Kishner reaction). Photoredox initiated radical addition to N-sulfonylhydrazones yields alpha-functionalized carbanions following the WK-type mechanism. With sulfur-centered radicals, the carbanions are further ...