Synthesis of Fused Bicyclic [1,2,4]-Triazoles from Amino Acids

J Org Chem. 2024 Dec 20;89(24):18122-18130. doi: 10.1021/acs.joc.4c01945. Epub 2024 Dec 6.

Abstract

A 3-step modular procedure combining carboxylic acids with acyl hydrazines provides access to medicinally relevant [1,2,4]-fused triazoles. Good to excellent yields are achieved with tolerance of aliphatic and aryl substituents as well as 5-, 6-, and 7-membered rings for the fused ring. Conditions that can avoid column chromatography and be applicable for both small scale discovery efforts as well as large scale development processes are demonstrated within.