<p>A visible-light-induced synergistic hydrogen atom transfer (HAT) and proton transfer (PT) catalysis was developed for the defluorinative carboxylation of α-CF<sub>2</sub>R-substituted alkenes. This system affords a variety of γ,γ-difluoro- and γ-monofluorovinylacetic acids without stepwise acidification, exhibiting good functional group tolerance, broad scope, and facile scalability. Mechanism studies support that thiol plays the role of the hydrogen relay, which s a hydrogen atom through HAT and then outputs a proton via PT. This strategy also takes full advantage of formate for photocatalytic carboxylation reaction in a step- and atom-economical way.</p>

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Photocatalytic carboxylation of alkenes via synergistic hydrogen-atom transfer and proton transfer

  • Senmao Zhai,
  • Hao Hou,
  • Liwei Wang,
  • Xiaotian Qi,
  • Meifang Zheng

摘要

A visible-light-induced synergistic hydrogen atom transfer (HAT) and proton transfer (PT) catalysis was developed for the defluorinative carboxylation of α-CF2R-substituted alkenes. This system affords a variety of γ,γ-difluoro- and γ-monofluorovinylacetic acids without stepwise acidification, exhibiting good functional group tolerance, broad scope, and facile scalability. Mechanism studies support that thiol plays the role of the hydrogen relay, which s a hydrogen atom through HAT and then outputs a proton via PT. This strategy also takes full advantage of formate for photocatalytic carboxylation reaction in a step- and atom-economical way.