Facile Synthesis of Fully Substituted 1,2,4‐Triazoles via [3+2] Cycloaddition of Nitrileimines with Amidine under Transition Metal‐Free Conditions

作者：Dahan Wang, Xiaoyuan Wan, Yazheng Zhou, Jinbing Liu, Jinhui Cai, Guo‐Jun Deng · 发表于：Asian Journal of Organic Chemistry · 年份：2022 · DOI：10.1002/ajoc.202200674 · 被引用次数：12 · 研究领域：Click Chemistry and Applications、Cyclopropane Reaction Mechanisms、Catalytic C–H Functionalization Methods

Abstract An efficient synthesis of densely 1,2,4‐triazoles has been achieved by [3+2] cycloaddition of nitrileimides with amidine hydrochlorides under transition metal‐free conditions. This method features mild reaction conditions, wide substrate scope and good functional group tolerance. A series of aryl, heterocyclic and alkyl substituted 3‐CF 3 ‐1,2,4‐triazoles were synthesized smoothly under the promotion of NaHCO 3 and yield up to 96%. In addition, both gram‐scale reaction and synthetic transformations are smoothly elaborated to indicate the utility of this reaction.