4.8 Article

Atom Transfer Radical Addition to Alkynes and Enynes: A Versatile Gold/Photoredox Approach to Thio-Functionalized Vinylsulfones

Journal

ACS CATALYSIS
Volume 8, Issue 9, Pages 8237-8243

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.8b02194

Keywords

radical; alkyne difunctionalization; vinylsulfone; gold; photoredox

Funding

  1. Natural Science Foundation of China [21572118]
  2. Shandong University
  3. [104.205.2.5]

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An efficient intermolecular atom-transfer addition reaction of alkynes via the combination of visible-light photoredox catalysis and gold catalysis has been developed, affording diverse trifluoromethylthio- and difluoromethylthio-functionalized vinylsulfones with high stereoselectivity in good yields. Thiosulfonylation reaction of enyne can also be realized for constructing functionalized carbo- and hetero-cycles through a radical cascade cyclization process. These reactions proceed through a gold-assisted sulfonyl radical addition pathway.

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