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二醋酸碘苯(IBD)在超声辐射下催化 Hantzsch-1,4-二氢吡啶快速氧化芳构化为吡啶。

Iodobenzene diacetate (IBD) catalyzed an quick oxidative aromatization of Hantzsch-1,4-dihydropyridines to pyridines under ultrasonic irradiation.

机构信息

Department of Chemistry, Kururkshetra University, Kurukshetra, Haryana 136119, India.

出版信息

Ultrason Sonochem. 2012 Jul;19(4):729-35. doi: 10.1016/j.ultsonch.2011.12.021. Epub 2012 Jan 12.

Abstract

This project was undertaken to demonstrate the potential of iodobenzene diacetate for the oxidative aromatization of Hantzch-1,4-dihydropyridines under ultrasonic irradiation. All reactions were carried out under ultrasonic irradiation and results were compared with traditional method. Sonochemical switching was observed in case of oxidative aromatization of 4-n-alkyl substituted 1,4-DHP. Without sonication, dealkylation occurred in case of n-alkyl substituted 1,4-DHP (ionic mechanism) but under ultrasonic irradiation, n-alkyl group was not expelled (radical mechanism). However, secondary alkyl (isopropyl) and benzyl group were expelled under both conditions.

摘要

本项目旨在展示碘苯二乙酸在超声辐射下对 Hantzch-1,4-二氢吡啶的氧化芳构化的潜力。所有反应均在超声辐射下进行,并将结果与传统方法进行了比较。在 4-n-烷基取代的 1,4-DHP 的氧化芳构化中观察到了声化学开关效应。在没有超声的情况下,n-烷基取代的 1,4-DHP 发生去烷基化(离子机理),但在超声辐射下,n-烷基基团未被逐出(自由基机理)。然而,在这两种情况下,仲烷基(异丙基)和苄基都被逐出。

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