Microwave-assisted synthesis of substituted 1,2,4-triazoles

Abstract

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Synthesis of 3,4,5-Trisubstituted-1,2,4-triazoles

“…This methodology was widely used in our group for the synthesis of a new series of optically active ghrelin receptor ligands, starting from various hydrazides and thioamides. [49][50][51][52] Wu et al 53 demonstrated that this method is applicable to microwave technology, but they only used unasymmetric precursors. Apart from the fact that the reaction time is significantly reduced, there was no other significant improvement in the reaction by using microwave technology.…”

“…To our knowledge, this method is the only one evidencing the possibility to introduce a chiral carbon atom in α of the position 3 of a 3,4,5-trisubstituted 1,2,4-triazole ring, keeping the optical purity of the chiral center. This methodology was widely used in our group for the synthesis of a new series of optically active ghrelin receptor ligands, starting from various hydrazides and thioamides. − Wu et al demonstrated that this method is applicable to microwave technology, but they only used unasymmetric precursors. Apart from the fact that the reaction time is significantly reduced, there was no other significant improvement in the reaction by using microwave technology.…”

Five‐Membered Heterocycles with Three Heteroatoms: Triazoles

“…S-Ethyl thioamides 186 react with acyl hydrazides 187 in refluxing n-butanol to give 3,4,5-trisubstituted 4H-1,2,4-triazoles 188 (Scheme 12.62) [235]. An efficient synthesis of substituted 1,2,4-triazoles involved condensation of benzoyl hydrazides with thioamides under microwave irradiation [236] cyclize, and release preparation of 3-thioalkyl-1,2,4-triazoles mediated by the polymer-bound base P-BEMP has been described [240].…”