4.8 Article

Photocatalytic Radical Alkylation of Electrophilic Olefins by Benzylic and Alkylic Zinc-Sulfinates

Journal

ACS CATALYSIS
Volume 7, Issue 8, Pages 5357-5362

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.7b01669

Keywords

sulfinates; photocatalysis; alkylation; benzylation; iridium catalyst

Funding

  1. Spanish MINECO
  2. Bologna University
  3. Fondazione Del Monte
  4. SLAMM project
  5. CNR
  6. CNR-CONICET

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Alkyl radicals are obtained by photocatalytic oxidation of readily prepared or commercially available zinc sulfinates. The convenient benzylation and alkylation of a variety of electron-poor olefins triggered by the iridium(III) complex 6 Ir[dF(CF3)-ppy](2)(dtbbpy)PF6 as photocatalyst is described. Moreover, it is shown that zinc sulfinates can be used for facile nonradical sulfonylation reactions with highly electrophilic Michael acceptors.

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