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Open Access Publications from the University of California

Intermolecular Phosphite-Mediated Radical Desulfurative Alkene Alkylation Using Thiols.

  • Author(s): Lopp, John M
  • Schmidt, Valerie A
  • et al.

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We report herein the development of a S atom transfer process using triethyl phosphite as the S atom acceptor that allows thiols to serve as precursors of C-centered radicals. A range of functionalized and electronically unbiased alkenes including those containing common heteroatom-based functional groups readily participate in this reductive coupling. This process is driven by the exchange of relatively weak S-H and C-S bonds of aliphatic thiols for C-H, C-C, and S-P bonds of the products formed.

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This item is under embargo until November 15, 2020.