Synthesis of 3-Trifluoromethyl-1,2,4-triazolines and 1,2,4-Triazoles via Tandem Addition/Cyclization of Trifluoromethyl N-Acylhydrazones with Cyanamide

J Org Chem. 2022 May 6;87(9):5882-5892. doi: 10.1021/acs.joc.2c00176. Epub 2022 Apr 12.

Abstract

A tandem addition/cyclization reaction between trifluoromethyl N-acylhydrazones and cyanamide is described, which provides a novel and efficient process for the synthesis of polysubstituted 3-trifluoromethyl-1,2,4-triazolines and their derivatives. The method has the advantages of mild reaction conditions, a broad substrate scope, good product yields, and atom economy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyanamide*
  • Cyclization
  • Stereoisomerism
  • Triazoles*

Substances

  • Triazoles
  • Cyanamide