A Flash Conversion to Aromatic Azo Compounds Expedited by Hydrazine–Trifluoroacetate Hydrogen Bonding

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-17 DOI:10.1021/acs.orglett.5c00841

Yu-Meng Ye, Hong-Wen Chen, Huanchao Gu, Bo Qiao, Zhi Li

引用次数: 0

Abstract

Aromatic azo compounds are very useful chemicals, but rapid and safe synthetic methods for preparing these compounds are underexplored. An extremely fast reaction was developed to prepare aromatic azo compounds from commercially available quinones and aryl hydrazinium chloride salts. The reactions could be completed within 2 min, in the presence of sodium trifluoroacetate under ambient conditions. A hydrazine–trifluoroacetate hydrogen bonding complex likely inhibited byproducts and greatly accelerated the reaction. The overall procedure is extremely simple and does not require sophisticated synthetic organic equipment and techniques.

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肼-三氟乙酸氢键加速了芳香族偶氮化合物的闪变

芳香偶氮化合物是非常有用的化学物质，但制备这些化合物的快速、安全的合成方法尚未开发。以市售醌类和芳酰氯肼盐为原料，建立了一种快速反应制得芳香偶氮化合物的方法。在正常条件下，在三氟乙酸钠存在下，反应可在2 min内完成。肼-三氟乙酸氢键配合物可能抑制副产物并大大加速反应。整个过程非常简单，不需要复杂的合成有机设备和技术。

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 Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.