Direct α-arylation of ethers through the combination of photoredox-mediated C-H functionalization and the minisci reaction

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Abstract

The direct α-arylation of cyclic and acyclic ethers with heteroarenes has been accomplished through the design of a photoredox-mediated C - H functionalization pathway. Transiently generated α-oxyalkyl radicals, produced from a variety of widely available ethers through hydrogen atom transfer (HAT), were coupled with a range of electron-deficient heteroarenes in a Minisci-type mechanism. This mild, visible-light-driven protocol allows direct access to medicinal pharmacophores of broad utility using feedstock substrates and a commercial photocatalyst.

Original languageEnglish (US)
Pages (from-to)1565-1569
Number of pages5
JournalAngewandte Chemie - International Edition
Volume54
Issue number5
DOIs
StatePublished - Jan 26 2015

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Keywords

  • Alkylation
  • C-H functionalization
  • Ethers
  • Heterocycles
  • Photoredox catalysis

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