合成 N-烯丙基-N-苯基氨基甲酸甲酯及其转化为 4,5-二氢异噁唑衍生物

IF 0.8 4区化学 Q4 CHEMISTRY, ORGANIC

Russian Journal of Organic Chemistry Pub Date : 2024-10-14 DOI:10.1134/S1070428024070078

A. V. Velikorodov, E. N. Kutlalieva, N. V. Zolotareva, N. N. Stepkina, S. B. Nosachev

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引用次数: 0

摘要

在液-液相转移催化下，芳香族氨基甲酸酯与溴化烯丙基烷基化反应生成了相应的芳香族氨基甲酸酯 N-烯丙基衍生物，收率为 63-71%。研究发现，在氯胺 T 的存在下，由相应的肟原位生成的炔碳腈 N-氧化物与烯丙基片段在乙醇中沸腾后进行环加成反应，可生成相应的 4,5-二氢异噁唑衍生物，收率为 89-96%。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis of Methyl (Hetarylalkyl) N-Allyl-N-phenylcarbamates and Their Transformation into 4,5-Dihydroisoxazole Derivatives

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Synthesis of Methyl (Hetarylalkyl) N-Allyl-N-phenylcarbamates and Their Transformation into 4,5-Dihydroisoxazole Derivatives

Alkylation of aromatic carbamates with allyl bromide under liquid-liquid phase transfer catalysis furnished the corresponding N-allyl derivatives of aryl carbamates in 63–71% yields. It was found that the cycloaddition of arene carbonitrile N-oxides, generated in situ from the corresponding oximes in the presence of chloramine T, to the allyl fragment upon boiling in ethanol led to the production of the corresponding 4,5-dihydroisoxazole derivatives in 89–96% yields.

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来源期刊

Russian Journal of Organic Chemistry 化学-有机化学

CiteScore

1.40

自引率

25.00%

发文量

139

审稿时长

3-6 weeks

期刊介绍： Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.