Remote Allylation of Unactivated C(sp 3 )-H Bonds Triggered by Photogenerated Amidyl Radicals

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13 Scopus citations

Abstract

The allylation reaction is a highly versatile transformation in chemical synthesis. While many elegant direct C(sp 2 )-H allylation reactions have been developed, the direct allylation of unactivated C(sp 3 )-H bonds is underdeveloped. By applying photoredox catalysis and a [1,5]-HAT process, herein we report a direct allylation of unactivated C(sp 3 )-H bonds. This photocatalyzed transformation is tolerant of several functional groups in the amide and allylic chloride substrates. Various allyl-substituted amide products were obtained with good yields and high δ-selectivity.

Original languageEnglish (US)
Pages (from-to)4627-4631
Number of pages5
JournalACS Catalysis
Volume9
Issue number5
DOIs
StatePublished - May 3 2019

Keywords

  • allylation
  • C(sp )-H
  • photocatalysis
  • radical
  • [1,5]-HAT
  • δ-selectivity

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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