4.8 Article

Sulfoximidations of Benzylic C-H bonds by Photocatalysis

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 20, Pages 5863-5866

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201801660

Keywords

hypervalent iodine; photocatalysis; radicals; sulfoximidation; sulfoximines

Funding

  1. China Scholarship Council

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An efficient photocatalytic functionalization of compounds with benzylic C-H bonds by sulfoximidation in visible light is described. The mild reaction conditions allow the use of a broad array of substrates, including diarylmethane, alkyl arenes, arylacetonitrile, 2-arylacetate, and alkynyl aryl methanes. The sulfoximidation process is highly chemoselective and leads to the corresponding sulfoximines in generally good yields. Mechanistic investigations suggested the intermediacy of sulfoximidoyl radicals.

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