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

Shingare, Rahul D. ; Kulkarni, Akshay S. ; Sutar, Revannath L. ; Reddy, D. Srinivasa (2017) 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 ACS Omega, 2 (8). pp. 5137-5141. ISSN 2470-1343

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Official URL: http://doi.org/10.1021/acsomega.7b00819

Related URL: http://dx.doi.org/10.1021/acsomega.7b00819

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.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society
ID Code:121925
Deposited On:23 Jul 2021 08:09
Last Modified:23 Jul 2021 08:09

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