Photoinduced Remote Functionalizations via Iminyl Radical- Promoted C–C and C–H Bond Cleavage Cascades

Research output: Contribution to journalArticle

  • Authors:
  • Elizabeth Dauncey
  • Sara Morcillo
  • James J. Douglas
  • Nadeem S Sheikh
  • Daniele Leonori

Abstract

A photoinduced cascade strategy leading to a variety of differentially functionalized nitriles and ketones has been developed. These protocols rely on the oxidative generation of iminyl radicals from simple oximes. Radical transposition by sp3-sp3 C-C and sp3 C-H bond cleavages gives access to distal carbon-radicals that undergo SH2-functionalizations. These mild, visible-light-mediated protocols allow remote fluorinations, chlorinations and azidations and have been applied to the modification of bioactive and structurally complex molecules.

Bibliographical metadata

Original languageEnglish
JournalAngewandte Chemie - International Edition
Early online date8 Nov 2017
DOIs
Publication statusPublished - 2017