A new insight into the Huisgen reaction: Heterogeneous Copper catalyzed azide‐alkyne cycloaddition for the synthesis of 1,4‐disubstitutedtriazole (from 2018‐2023)

环加成 化学 炔烃 叠氮化物 催化作用 组合化学 点击化学 有机化学
作者
Shivani Kasana,Vijai N. Nigam,Surbhi Singh,Balak Das Kurmi,Preeti Patel
出处
期刊:Chemistry & Biodiversity [Wiley]
卷期号:21 (6) 被引量:1
标识
DOI:10.1002/cbdv.202400109
摘要

Abstract The Huisgen cycloaddition, often referred to as 1,3‐Dipolar cycloaddition, is a well‐established method for synthesizing 1,4‐disubstituted triazoles. Originally conducted under thermal conditions [3+2] cycloaddition reactions were limited by temperature, prolonged reaction time, and regioselectivity. The introduction of copper catalyzed azide‐alkyne cycloaddition (CuAAC) revitalized interest, giving rise to the concept of “click chemistry”. The CuAAC has emerged as a prominent method for producing 1,2,3‐triazole with excellent yields and exceptional regioselectivity even in unfavorable conditions. Copper catalysts conventionally facilitate azide‐alkyne cycloadditions, but challenges include instability and recycling issues. In recent years, there has been a growing demand for heterogeneous and porous catalysts in various chemical reactions. Chemists have been more interested in heterogenous catalysts as a result of the difficulties in separating homogenous catalysts from reaction products. These catalysts are favored for their abundant active sites, extensive surface area, easy separation from reaction mixtures, and the ability to be reused. Heterogeneous catalysts have garnered significant attention due to their broad industrial utility, characterized by cost‐effectiveness, stability, resistance to thermal degradation, and ease of removal compared to their homogeneous counterparts. The present review covers recent advancements from year 2018 to 2023 in the field of click reactions for obtaining 1,2,3‐triazoles through Cu catalyzed 1,3‐dipolar azide‐alkyne cycloaddition and the properties of the catalyst, reaction conditions such as solvent, temperature, reaction time, and the impact of different heterogeneous copper catalysts on product yield.

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