Recent Progress on Synthesis of Functionalized 1,5-Disubstituted Triazoles

Author:

Tiwari Vinod K1ORCID,K Jaiswal Manoj2,Gupta Abhishek3,Ansari Faisal A.3,Pandey Vinay K3

Affiliation:

1. Banaras Hindu University Chemistry Varanasi India

2. Banaras Hindu University Chemistry, Banaras Hindu University, Varanasi Varanasi India

3. Banaras Hindu University Department of Chemistry Varanasi India

Abstract

Abstract: Immediately after the invention of ‘Click Chemistry’ in 2002, the regioselective 1,2,3-triazole scaffolds resulted from respective organic azides and terminal alkynes under Cu(I) catalysis have been well recognized as the functional heterocyclic core at the centre of modern organic chemistry, medicinal chemistry, and material sciences. This CuAAC reaction has several notable features including excellent regioselectivity, high-to-excellent yields, easy to execute, short reaction time, modular in nature, mild condition, readily available starting materials, etc. Moreover, the resulting regioselective triazoles can serve as amide bond isosteres, a privileged functional group in drug discovery and development. More than hundreds of reviews had been devoted to the ‘Click Chemistry’ in special reference to 1,4-disubstituted triazoles, while only little efforts were made for an opposite regioisomer i.e., 1,5-disubstituted triazole. Herein, we have presented various classical approaches for an expeditious synthesis of a wide range of biologically relevant 1,5-disubstituted 1,2,3-triazole analogues. The syntheses of such a class of diversly functionalized triazoles have emerged as a crucial investigation in the domain of chemistry and biology. This tutorial review covers the literature assessment on the development of various synthetic protocols for the functionalized 1,5-disubstituted triazoles reported during the last 12 years.

Publisher

Bentham Science Publishers Ltd.

Subject

Organic Chemistry,Biochemistry

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