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一种获得咪唑[1,5-a]吲哚-1,3-二酮和吡咯并[1,2-c]咪唑-1,3-二酮的途径。

A route to access imidazol[1,5-a]indole-1,3-diones and pyrrolo[1,2-c]imidazole-1,3-diones.

机构信息

Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune, 411008, India.

Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune, 411008, India and Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, IJP-201002, India.

出版信息

Org Biomol Chem. 2019 Sep 28;17(36):8384-8390. doi: 10.1039/c9ob01462d. Epub 2019 Aug 30.

DOI:10.1039/c9ob01462d
PMID:31469149
Abstract

A novel and practical route to synthesize imidazol[1,5-a]indoles and pyrrolo[1,2-c]imidazoles via N-H functionalization has been developed. Indole-2-carboxylic acid or pyrrole-2-carboxylic acid with diverse aniline groups and carbonyldiimidazole (CDI), in the presence of a base under microwave conditions, resulted in imidazol[1,5-a]indoles and pyrrolo[1,2-c]imidazoles, respectively. The present method is free of work-up and no need for column chromatography. Both title scaffolds can serve as useful heterocyclic scaffolds in medicinal chemistry as such, or they can be used as building blocks to construct different classes of useful compounds.

摘要

一种新颖实用的通过 N-H 官能化合成咪唑[1,5-a]吲哚和吡咯并[1,2-c]咪唑的方法已经开发出来。在微波条件下，在碱的存在下，用不同的苯胺基团取代的吲哚-2-羧酸或吡咯-2-羧酸与羰基二咪唑（CDI）反应，分别得到咪唑[1,5-a]吲哚和吡咯并[1,2-c]咪唑。本方法无需进行后处理，也无需柱层析。这两种标题支架都可以作为药物化学中有用的杂环支架，或者可以作为构建不同类别的有用化合物的构建块。

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引用本文的文献

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