Synthesis of 1,3,5-trisubstituted 1,2,4-triazoles enabled by a gold-catalyzed three-component reaction

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2024-11-03 DOI:10.1016/j.tet.2024.134358

Howard Díaz-Salazar, Carlos M. Ramírez-González, Miguel A. Rosas-Ortega, Susana Porcel

引用次数: 0

Abstract

Valuable fully substituted 1,2,4-triazoles are obtained via a gold-catalyzed three-component reaction involving ethyl diazoacetate, aryldiazonium salts, and nitriles. The reaction proceeds under mild conditions, is regioselective, and allows the introduction of mono- and di-substituted aryl rings at the ortho, meta, and para positions. Mechanistic evidence suggests the participation of Au(III) species as the active catalysts.

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通过金催化的三组分反应合成 1,3,5-三取代的 1,2,4-三唑

通过金催化的重氮乙酸乙酯、芳基重氮盐和腈的三组分反应，获得了有价值的全取代 1,2,4 三唑。该反应在温和的条件下进行，具有区域选择性，可在正位、偏位和对位引入单取代和二取代芳基环。机理证据表明，Au(III) 物种是活性催化剂。

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.