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Issue 36, 2019
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A route to access imidazol[1,5-a]indole-1,3-diones and pyrrolo[1,2-c]imidazole-1,3-diones

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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.

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

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Article information


Submitted
29 Jun 2019
Accepted
20 Aug 2019
First published
20 Aug 2019

Org. Biomol. Chem., 2019,17, 8384-8390
Article type
Paper

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

R. Sreenivasa Rao, F. J. Shajan and D. S. Reddy, Org. Biomol. Chem., 2019, 17, 8384
DOI: 10.1039/C9OB01462D

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