A one-pot preparation of 1,3-disubstituted azetidines

J Org Chem. 2006 Sep 29;71(20):7885-7. doi: 10.1021/jo061147x.

Abstract

A straightforward synthesis of 1,3-disubstituted azetidines has been accomplished via the alkylation of a primary amine with the bis-triflate of a 2-substituted-1,3-propanediol species. This transformation is carried out in one reaction vessel, and elimination of the alkylating reagent is generally not a major byproduct. The scope of this methodology has been investigated using a variety 2-substituted-1,3-propanediols and amine nucleophiles.

MeSH terms

  • Alkylation
  • Amines / chemistry
  • Azetidines / chemical synthesis*
  • Methods
  • Propylene Glycols / chemistry

Substances

  • Amines
  • Azetidines
  • Propylene Glycols