Facile synthesis of diverse 1,2,3-triazoles linked to complex heterocyclic systems

Abstract

After the independent discovery of copper catalyzed azide-alkyne cycloaddition reaction (CuAAC) by the groups of Meldal and Sharpless, a large variety of monocyclic, spirocyclic and fused 1,2,3-triazoles have been efficiently synthesized by various researchers and their biological and technical properties were widely studied [1,2]. Among these, the 1,2,3-triazoles linearly connected to other heterocycles were found to exhibit potential pharmacological and fluorophoric properties [3]. The convenient synthesis of a variety of pharmacologically relevant 1,2,3-triazoles derivatives linked to complex heterocyclic systems like coumarin and equol has been achieved [4–7]. The salient features of these developed protocols include: facile one-pot reactions, easy isolation process, good to excellent yield of the desired products and appendage diversity of substituted triazoles (Scheme 1). The obtained triazole products linked to coumarin were found to exhibit potent antimicrobial and antioxidant properties. The evaluation of biological properties of the triazoles linked to equol will be carried out in due course.