Cettaertalyst-Free Hydrogenation of Alkenes and Alkynes with Hydrazine in the Presence of Oxygen


Menges N., Balci M.

SYNLETT, vol.25, no.5, pp.671-676, 2014 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 25 Issue: 5
  • Publication Date: 2014
  • Doi Number: 10.1055/s-0033-1340554
  • Journal Name: SYNLETT
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.671-676

Abstract

A series of alkenes and alkynes was subjected to reduction with hydrazine hydrate in ethanol in the presence of oxygen. An efficient method was developed for the reduction of C-C double bonds and C-C triple bonds with diimide, generated in situ from hydrazine hydrate by oxidation with oxygen. The reduction process proceeded for 24-48 hours with high chemoselectivity and excellent yields. This reduction procedure offers synthetic advantages over metal-catalyzed hydrogenation as well as other systems.