Novel and versatile synthesis of disubstituted 1,2-dihydro-1,2,4-triazol-3-ones

Org Lett. 2013 Dec 6;15(23):6078-81. doi: 10.1021/ol402920z. Epub 2013 Nov 18.

Abstract

A novel method for the synthesis of a wide range of 1,5-disubstituted 1,2-dihydro-1,2,4-triazol-3-ones is described. The key step involves a reaction between a dilithiated BOC-hydrazine and a N-alkoxycarbonylcarboximidothioate. A broad range of aryl and alkyl functional groups are tolerated, providing a versatile route for the synthesis of triazolones.

MeSH terms

  • Lithium / chemistry*
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Triazoles / chemical synthesis*
  • Triazoles / chemistry

Substances

  • Organometallic Compounds
  • Triazoles
  • Lithium