Photocatalytic Hydroalkylation of Aryl-Alkenes

J Org Chem. 2022 Aug 19;87(16):11042-11047. doi: 10.1021/acs.joc.2c01304. Epub 2022 Aug 1.

Abstract

Here, we present a visible light-catalyzed hydroalkylation of aryl-alkenes affording C-C bonds using aryl-alkenes and alkyl iodides. We demonstrate the formation of various hydroalkylation products in excellent yields, with primary, secondary, and tertiary alkyl iodides being tolerated in the reaction. Mechanistic experiments reveal a pathway consisting of halogen atom transfer followed by a radical-polar crossover mechanism delivering the desired hydroalkylation products.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes* / chemistry
  • Alkylation
  • Halogens
  • Iodides* / chemistry

Substances

  • Alkenes
  • Halogens
  • Iodides