Issue 14, 2025

A domino decarboxylative alkylation/annulation for the synthesis of pyrrolo-benzimidazolones

Abstract

In this study, we report a novel, radical-promoted one-pot synthesis of pyrrolo-benzimidazolones (pyrrolo[1,2-a]benzimidazol-1-ones), involving the reaction of N-propiolyl-benzimidazole with aliphatic carboxylic acids in the presence of ammonium persulfate. A diverse range of aliphatic carboxylic acids as well as aryl N-propiolyl-benzimidazoles could participate in this oxidative domino reaction. Further transformations of the obtained pyrrolo-benzimidazolone were also demonstrated.

Graphical abstract: A domino decarboxylative alkylation/annulation for the synthesis of pyrrolo-benzimidazolones

Supplementary files

Article information

Article type
Paper
Submitted
19 Jan 2025
Accepted
03 Mar 2025
First published
04 Mar 2025

Org. Biomol. Chem., 2025,23, 3358-3365

A domino decarboxylative alkylation/annulation for the synthesis of pyrrolo-benzimidazolones

C. Raji Reddy, K. Sai Prakash, E. Srinivasu, M. Subbarao and S. K. K. Balaji, Org. Biomol. Chem., 2025, 23, 3358 DOI: 10.1039/D5OB00093A

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