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JOURNALS // Uspekhi Khimii // Archive

Usp. Khim., 2017 Volume 86, Issue 10, Pages 968–997 (Mi rcr4185)

This article is cited in 22 papers

Advances in the synthesis of benzimidazol-2-ones

N. A. Zhukova, V. A. Mamedov

A. E. Arbuzov Institute of Organic and Physical Chemistry of Kazan Scientific Center of Russian Academy of Sciences

Abstract: Known methods for the synthesis of benzimidazol-2-ones are considered and integrated. Approaches based on transformations of aniline derivatives, $\mathrm{N},\mathrm{N}'$-disubstituted ureas and halobenzenes are analyzed. Methods involving rearrangements of heterocyclic compounds, such as benzodiazepinones, benzodiazepinediones, quinoxalinones and tetrazolones, as well as fused and spirocyclic systems incorporating a benzimidazole moiety, are presented. A separate section is devoted to rearrangements of anthranilic acid derivatives giving benzimidazol-2-ones. The mechanisms of formation of these compounds are discussed; the attention is focused on rearrangements of quinoxalinones giving rise to bis-heterocyclic systems.
The bibliography includes 181 references.

Received: 20.04.2017

DOI: 10.1070/RCR4749


 English version:
Russian Chemical Reviews, 2017, 86:10, 968–997

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© Steklov Math. Inst. of RAS, 2024