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

TitleRoute 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
Publication TypeJournal Article
Year of Publication2017
AuthorsShingare, RD, Kulkarni, AS, Sutar, RL, D. Reddy, S
JournalACS Omega
Volume 2
Issue8
Pagination5137-5141
Date PublishedAUG
Type of ArticleArticle
Abstract

A simple and practical method to access a variety of benzimidazol-2-ones is reported here. A series of N-alkylsubstituted 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.

DOI10.1021/acsomega.7b00819
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

Not Available

Divison category: 
Organic Chemistry

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