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用氯胺 - T对咪唑杂环进行氯化的环境友好型方法

Environment-Friendly Protocol for the Chlorination of Imidazoheterocycles by Chloramine-T.

作者信息

Dey Amrita, Singsardar Mukta, Sarkar Rajib, Hajra Alakananda

机构信息

Department of Chemistry, Visva-Bharati (A Central University), Santiniketan 731235, India.

出版信息

ACS Omega. 2018 Mar 26;3(3):3513-3521. doi: 10.1021/acsomega.7b01844. eCollection 2018 Mar 31.

DOI:10.1021/acsomega.7b01844
PMID:31458602
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6641228/
Abstract

An environment-friendly method for the chlorination of imidazoheterocycles has been developed using chloramine-T, a novel chlorinating reagent. A bunch of C-3 chloro-substituted imidazo[1,2-]pyridines with variety of functionalities have been synthesized in good yields under neat condition at room temperature within very short time. This chlorination process is also applicable to imidazo[2,1-]thiazole scaffolds. The present methodology is relevant to gram-scale synthesis. The major advantages of this system such as wide applicability, easy availability of reactants, open-air and metal- and solvent-free reaction conditions, no need of work-up, and simple purification technique represent a green synthetic protocol.

摘要

已开发出一种使用新型氯化试剂氯胺 -T对咪唑杂环进行氯化的环保方法。在室温下的纯反应条件下,短时间内以良好的产率合成了一系列具有各种官能团的C-3氯代咪唑并[1,2 -]吡啶。这种氯化方法也适用于咪唑并[2,1 -]噻唑骨架。该方法适用于克级合成。该体系的主要优点,如广泛的适用性、反应物易于获得、露天以及无金属和无溶剂的反应条件、无需后处理以及简单的纯化技术,代表了一种绿色合成方案。

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