An efficient one pot transfer hydrogenation and N-alkylation of quinolines with alcohols mediated by Pd/C/Zn

Org Biomol Chem. 2012 Mar 7;10(9):1826-33. doi: 10.1039/c1ob05888f. Epub 2012 Jan 18.

Abstract

A Pd/C/Zn mixture with alcohols has been revealed to be an efficient transfer hydrogenation system to quinolines. Furthermore, the metals mixture is able to activate alcohols as N-alkylating agents in a hydrogen autotransfer process. 1,2,3,4-Tetrahydroquinolines and N-alkylated tetrahydroquinolines from quinolines have been obtained with excellent yields in one step.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry*
  • Alkylation
  • Carbon / chemistry*
  • Hydrogenation
  • Molecular Structure
  • Palladium / chemistry*
  • Quinolines / chemistry*
  • Zinc / chemistry*

Substances

  • Alcohols
  • Quinolines
  • Palladium
  • Carbon
  • Zinc