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在绿色条件下使用深共熔溶剂进行费歇尔吲哚合成反应

Application of Fischer Indolization under Green Conditions using Deep Eutectic Solvents.

作者信息

Kotha Sambasivarao, Chakkapalli Chandravathi

机构信息

Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai-, 400076, India.

出版信息

Chem Rec. 2017 Oct;17(10):1039-1058. doi: 10.1002/tcr.201600138. Epub 2017 Apr 5.

Abstract

Indole and its derivatives captured the attention of organic chemists due to their applications in medicinal chemistry. The examples covered here are intricate polycyclic indole derivatives and these include: azapolyquinanes, cyclophanes, spirocycles and other heterocycles. We found that deep eutectic mixture such as L-(+)-tartaric acid (TA) and dimethyl urea (DMU) is useful to prepare complex unnatural indole derivatives. These conditions from time to time produced indole derivatives which are not possible by conventional methods. Various substrates containing multiple carbonyl groups were shown to undergo Fischer indolization (FI) in deep eutectic mixtures and thus expand its scope to a higher level.

摘要

吲哚及其衍生物因其在药物化学中的应用而引起了有机化学家的关注。这里涵盖的例子是复杂的多环吲哚衍生物,其中包括:氮杂多喹烷、环芳烷、螺环化合物和其他杂环化合物。我们发现,诸如L-(+)-酒石酸(TA)和二甲基脲(DMU)之类的低共熔混合物可用于制备复杂的非天然吲哚衍生物。这些条件不时会产生传统方法无法制备的吲哚衍生物。各种含有多个羰基的底物在低共熔混合物中均能发生费歇尔吲哚合成反应(FI),从而将其应用范围提升到了更高水平。

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