A new route to functionalized nitriles, isoxazolines, isoxazoles and hydroximic acids via nitrile oxide generation from secondary nitro compounds

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-07-08 DOI:10.1016/j.tet.2025.134825

Alexander Baranovsky, Yuri Charnou, Peter Kurman, Siarhei Shepialevich

引用次数: 0

Abstract

Acetylation of 2-nitroalcohols under basic conditions mainly results in the cleavage of the C–C-bond and the formation of nitrile oxide. The nitrile oxide can then be trapped by a dipolarofile, solvent or reducing agent. The procedure leads to the formation of ketonitriles, ω-ketoisoxazolines and ketohydroximic acid derivatives.

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由仲硝基化合物生成氧化腈制备功能化腈、异恶唑、异恶唑和羟肟酸的新途径

2-硝基醇在碱性条件下的乙酰化反应主要导致c - c键断裂，生成氧化腈。然后，氧化腈可以被双极文件、溶剂或还原剂捕获。该过程可生成酮腈、ω-酮异恶唑啉和酮羟基肟酸衍生物。

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.