4.7 Article

Dearomatization-Enabled Visible-Light-Induced 1,2-Alkylsulfonylation of Alkenes Using Sodium Sulfinates and Pyridinium Salts

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 16, Pages 3369-3373

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202000457

Keywords

photoredox catalysis; difunctionalization; alkenes; sulfonates; and pyridinium salts

Funding

  1. National Natural Science Foundation of China [21625203, 21871126]
  2. Opening Fund of KLCBTCMR, Ministry of Education [KLCBTCMR18-02]

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We demonstrate a three-component 1,2-alkylsulfonylation of alkenes using sodium sulfinates and pyridinium salts through visible light photoredox catalysis, wherein heteroarenium salts are harnessed as radical acceptors via dearomatization. This reaction allows the simultaneous incorporation of sulfonyl and 1,4-dihydropyridine groups across the C=C bonds to access various sulfonylcontaining 1,4-dihydropyridine derivatives with a broad substrate scope and represents a mechanistically distinct approach to achieve alkene difunctionalization through reductive single-electron transfer.

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