Reductive Alkenylation of Ketimines via Hydride Transfer from Aldehydes

J Org Chem. 2023 Jan 6;88(1):632-639. doi: 10.1021/acs.joc.2c01508. Epub 2022 Dec 8.

Abstract

The first direct N-heterocyclic carbene (NHC)-catalyzed preparation of allylic amines bearing a quaternary center (α-tertiary amine) from isatin-derived ketimines in the presence of vinyl selenones and aldehydes is reported. This multicomponent reaction is expected to proceed via unprecedented in situ reduction of imines through a hydride transfer from the aldehydes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes*
  • Amines
  • Catalysis
  • Imines
  • Isatin*
  • Molecular Structure

Substances

  • Aldehydes
  • ketimine
  • Isatin
  • Imines
  • Amines