Rapid Synthesis of 1,3,5-Substituted 1,2,4-Triazoles from Carboxylic Acids, Amidines, and Hydrazines

• Published in: Journal of organic chemistry Vol. 76; no. 4; pp. 1177 - 1179
• Main Authors: Castanedo, Georgette M, Seng, Pamela S, Blaquiere, Nicole, Trapp, Sean, Staben, Steven T
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 18.02.2011; Amer Chemical Soc
• Subjects: Amidines - chemistry; Carboxylic Acids - chemistry; Catalysis; Chemistry; Chemistry, Organic; Combinatorial Chemistry Techniques; Exact sciences and technology; Heterocyclic compounds; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings; Hydrazines - chemical synthesis; Hydrazines - chemistry; Molecular Structure; Organic chemistry; Physical Sciences; Preparations and properties; Science & Technology; Triazoles - chemical synthesis; One pot reaction; Amidine; Regioselectivity; Carboxylic acid; Nitrogen heterocycle; Triazole derivatives; Hydrazine; Chemical synthesis

A general method for the synthesis of 1,3,5-trisubstituted 1,2,4-triazoles has been developed from reaction of carboxylic acids, primary amidines, and monosubstituted hydrazines. This highly regioselective and one-pot process provides rapid access to highly diverse triazoles.