Syntheses of 3H-1,2,4-triazol-3-ones by copper-promoted oxidative N–N bond formation of amidines with isocyanates†

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2023-11-21 DOI:10.1039/D3QO01565C

Baihui Liang, Xiangya Cai, JingYu Liu, Jie Huang, Youzhi Chen, Haiyin Deng, Quanquan Zhou, Tianxiang Chen, Xiuwen Chen and Zhongzhi Zhu

引用次数: 0

Abstract

This study presents an efficient strategy for constructing 3H-1,2,4-triazol-3-ones via a copper-promoted [3 + 2] annulation reaction of amidine hydrochlorides and isocyanates. This transformation may undergo nucleophilic attack of amidines on isocyanates and copper promoted intramolecular N–N oxidative coupling. Various amidine hydrochlorides and isocyanates are well tolerated, providing the target products with acceptable yields. The advantages of this procedure include cheap raw materials, high atom economy and easy operation.

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铜促进氨基与异氰酸酯间氧化N-N键形成3H - 1,2,4-三唑-3-酮的合成

在这项研究中，通过铜促进[3+2]环化脒类盐酸和异氰酸酯，开发了一种高效的3h -1,2,4-三唑-3- 1的构建策略，包括脒类对异氰酸酯的亲核攻击和铜促进的N-N氧化偶联。各种胺类盐酸和异氰酸酯在反应条件下具有良好的耐受性，以可接受的收率提供目标产物。该方法具有原子经济性高、操作简便、原料便宜等优点。

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

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.