Oxidative [1,2]-Brook Rearrangements Exploiting Single-Electron Transfer: Photoredox-Catalyzed Alkylations and Arylations

J Am Chem Soc. 2017 Jul 19;139(28):9487-9490. doi: 10.1021/jacs.7b05165. Epub 2017 Jul 10.

Abstract

Oxidative [1,2]-Brook rearrangements via hypervalent silicon intermediates induced by photoredox-catalyzed single-electron transfer have been achieved, permitting the formation of reactive radical species that can engage in alkylations and arylations.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Alkylation
  • Catalysis
  • Electron Transport
  • Hydrocarbons, Aromatic / chemical synthesis*
  • Hydrocarbons, Aromatic / chemistry
  • Molecular Structure
  • Organosilicon Compounds / chemistry*
  • Oxidation-Reduction
  • Photochemical Processes

Substances

  • Hydrocarbons, Aromatic
  • Organosilicon Compounds