I2-promoted one-pot synthesis of 1,3,4-oxadiazoles from aroyl hydrazides and methyl/ethyl acetate

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2024-09-19 DOI:10.1016/j.tet.2024.134280
Jianxi Du , Qin Su , Ying-Ming Pan , Keyume Ablajan
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Abstract

This study aimed to propose an unprecedented I2-promoted one-pot tandem synthesis of 1,3,4-oxadiazoles through the cyclization between aroyl hydrazides and methyl/ethyl acetate. A diverse array of 2-arylated 1,3,4-oxadiazoles and 5-methyl 1,3,4-oxadiazoles were successfully synthesized in good to excellent yields. The significant advantage of this protocol was its full exploitation of the principle of atomic economy, whereby the reactant served as the reaction solvent directly. Moreover, the reaction demonstrated a broad substrate scope, and the product was readily separable.

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I2 促进以芳基酰肼和乙酸甲酯/乙酯为原料单锅合成 1,3,4-噁二唑
本研究旨在提出一种前所未有的 I2 促进的单锅串联合成 1,3,4-恶二唑的方法,即通过芳基酰肼和乙酸甲酯/乙酯之间的环化反应合成 1,3,4-恶二唑。成功合成了多种 2-芳基化的 1,3,4-恶二唑和 5-甲基 1,3,4-恶二唑,产率从良好到极佳。该方法的最大优点是充分利用了原子经济性原理,即反应物直接作为反应溶剂。此外,该反应的底物范围很广,而且产物很容易分离。
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来源期刊
Tetrahedron
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.
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Contents continued Graphical abstract TOC Graphical abstract TOC Editorial Board Synthesis of dendritic self-immolative molecules triggered by reactive electrophilic alkylating agents: Assessment for colorimetric disclosure of such agents
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