Electrochemical synthesis of 2-amino-1,3,4-oxadiazoles via TBAI-mediated desulfurative cyclization of isothiocyanates and hydrazines

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-05-24 DOI:10.1016/j.tet.2025.134746

Junwu Li , Rui Wang , Qing Huang , Wenxue Li , Zhenyu An , Yafeng Liu

引用次数: 0

Abstract

Herein, we present an electrochemical approach for the synthesis of 2-amino-1,3,4-oxadiazoles from N-acyl hydrazides and isothiocyanates. Using TBAI as the electrolyte enables a mild oxidative cyclization without the need for stoichiometric oxidants. The reaction proceeds via the in situ generation of a thiosemicarbazide intermediate, and demonstrated by its broad substrate scope and good functional group compatibility.

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tbai介导异硫氰酸酯和肼的脱硫环化电化学合成2-氨基-1,3,4-恶二唑

在此，我们提出了一种由n -酰基肼和异硫氰酸酯合成2-氨基-1,3,4-恶二唑的电化学方法。使用TBAI作为电解质可以在不需要化学计量氧化剂的情况下进行温和的氧化环化。该反应通过原位生成硫代氨基脲中间体进行，并且具有广泛的底物范围和良好的官能团相容性。

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

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.