4.7 Article

Visible-light photoredox-catalyzed aryl radical in situ SO2-capture reactions

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 8, Pages 1830-1835

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo00099c

Keywords

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Funding

  1. National Natural Science Foundation of China [21871131, 22071100]
  2. Natural Science Foundation of Jiangsu Province [BK20191244]
  3. Fundamental Research Funds for the Central Universities [020514380131]

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An aryl radical in situ SO2-capture reaction was reported for the first time, using aryl diazonium salts as aryl radical precursors and vinyl triflates and allyl(alkynyl) trifluoromethylsulfones as radical acceptors and in situ SO2 donors. The reaction can produce various beta-keto, allyl, and alkynyl arylsulfone derivatives under mild visible-light photoredox-catalytic conditions without requiring external SO2 sources.
An aryl radical in situ SO2-capture reaction is reported for the first time. Using aryl diazonium salts as arylradical precursors, and vinyl triflates and allyl(alkynyl) trifluoromethylsulfones as radical acceptors and in situ SO2 donors, this protocol produces various beta-keto, allyl and alkynyl arylsulfone derivatives, which are recognized as useful synthons. The reaction can be performed under mild visible-light photoredox-catalytic conditions without any external SO2 sources.

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