Route to Benzimidazol-2-ones via Decarbonylative Ring Contraction of Quinoxalinediones: Application to the synthesis of flibanserin, a drug for treating hypoactive sexual desire disorder in women and marine natural product hunanamycin analogue

Rahul D. Shingare, Akshay S. Kulkarni, Revannath L. Sutar, D. Srinivasa Reddy

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

A simple and practical method to access a variety of benzimidazol-2-ones is reported here. A series of N-alkyl-substituted benzimidazol-2-ones were synthesized by decarbonylative ring contraction starting from corresponding quinoxalinediones for the first time. The utility of the method has been demonstrated by synthesizing recently approved controversial drug flibanserin (Addyi) and a urea analogue of marine antibiotic natural product hunanamycin-A.

Original languageEnglish
Pages (from-to)5137-5141
Number of pages5
JournalACS Omega
Volume2
Issue number8
DOIs
StatePublished - 31 Aug 2017
Externally publishedYes

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