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超声辅助合成:通过铜催化的内分子 CH 活化反应,从异氰化物、苯胺苯甲酰(乙酰)异硫氰酸酯加合物出发,合成高度官能化的苯并[1,3]噻嗪。

Ultrasound-assisted synthesis of highly functionalized benzo[1,3]thiazine via Cu-catalyzed intramolecular CH activation reaction from isocyanides, aniline-benzoyl(acetyl) isothiocyanate adduct.

机构信息

Department of Pharmaceutical Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran.

Department of Chemistry, Sharif University of Technology, Tehran, Iran.

出版信息

Ultrason Sonochem. 2019 Jan;50:1-5. doi: 10.1016/j.ultsonch.2018.08.001. Epub 2018 Aug 3.

Abstract

A facile sonochemical route for the synthesis of benzo[1,3]thiazine derivatives via a one pot, multicomponent, intramolecular CH activation reaction from isocyanides, aniline and benzoyl (acetyl) isothiocyanate adduct catalyzed by copper (I) iodide in acetone at 30 °C have been reported. The advantages of the described method include using simple and readily available starting materials and performing under mild copper-catalytic reaction conditions and also obtaining pure product with high yield without applying column chromatography. Furthermore, using the sonochemical methodology as an efficient method led to reduce the reaction times.

摘要

一种简便的声化学方法,通过一锅多组分、分子内 CH 活化反应,从异氰化物、苯胺和苯甲酰(乙酰)异硫氰酸酯加合物出发,合成苯并[1,3]噻嗪衍生物,该反应在 30°C 的丙酮中,以碘化亚铜为催化剂。该方法的优点包括使用简单易得的起始原料,在温和的铜催化反应条件下进行,并且无需柱色谱即可获得高产率的纯产物。此外,使用超声化学方法作为一种有效的方法,可缩短反应时间。

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