Synthesis of 2-(Trifluoromethyl)-[1,2,4]triazolo[5,1-a]isoquinoline via Cycloaddition of C,N-Cyclic Azomethine Imine with CF3CN

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2024-05-09 DOI:10.1021/acs.joc.4c00557

Zhezuo Chen, Shouxiong Chen, Zhanyan Qiu, Bo Lin, Yunfei Yao, Fafu Yang* and Zhiqiang Weng*,

引用次数: 0

Abstract

A [3 + 2] cycloaddition of C,N-cyclic azomethine imine with in situ-generated CF₃CN for the construction of 2-(trifluoromethyl)-[1,2,4]triazolo[5,1-a]isoquinoline is reported. Remarkably, this process shows a broad substrate scope with excellent functional group tolerance, which is scalable and enables a practical route to a library of 2-(trifluoromethyl)-[1,2,4]triazolo[5,1-a]isoquinoline derivatives in moderate to good yields.

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通过 C,N-环氮甲基亚胺与 CF3CN 的环加成反应合成 2-(三氟甲基)-[1,2,4]三唑并[5,1-a]异喹啉。

报告了 C,N-环氮亚甲基与原位生成的 CF3CN 的[3 + 2]环加成反应，以构建 2-(三氟甲基)-[1,2,4]三唑并[5,1-a]异喹啉。值得注意的是，该工艺具有广泛的底物范围和极好的官能团耐受性，可以扩展，并能以中等至良好的产率实现 2-(三氟甲基)-[1,2,4]三唑并[5,1-a]异喹啉衍生物库的实用路线。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.