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Recent progress in the chemistry of 2-unsubstituted 1h-imidazole 3-oxides


Mloston, Grzegorz; Jasinski, Marcin; Wroblewska, Aneta; Heimgartner, Heinz (2016). Recent progress in the chemistry of 2-unsubstituted 1h-imidazole 3-oxides. Current Organic Chemistry, 20(13):1359-1369.

Abstract

The 2-unsubstituted 1H-imidazole 3-oxides, considered as ‘nitrone-like’ azaheterocycles, are well known as versatile building blocks, useful for the preparation of more complex systems containing an imidazole moiety. Their applications in diverse reactions, such as isomerization to corresponding imidazol-2-ones, [3+2]-cycloadditions, sulfur transfer reactions leading to imidazole-2-thiones, heterocyclizations leading to fused heterocyclic systems, as well as cross coupling reactions are discussed. New methods for the preparation of enantiomerically pure 1H-imidazole 3-oxides and their applications in asymmetric reactions, synthesis of room temperature ionic liquids and biologically active compounds are also reviewed.

Abstract

The 2-unsubstituted 1H-imidazole 3-oxides, considered as ‘nitrone-like’ azaheterocycles, are well known as versatile building blocks, useful for the preparation of more complex systems containing an imidazole moiety. Their applications in diverse reactions, such as isomerization to corresponding imidazol-2-ones, [3+2]-cycloadditions, sulfur transfer reactions leading to imidazole-2-thiones, heterocyclizations leading to fused heterocyclic systems, as well as cross coupling reactions are discussed. New methods for the preparation of enantiomerically pure 1H-imidazole 3-oxides and their applications in asymmetric reactions, synthesis of room temperature ionic liquids and biologically active compounds are also reviewed.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:2016
Deposited On:14 Apr 2016 17:08
Last Modified:08 Dec 2017 19:22
Publisher:Bentham Science Publishers Ltd.
ISSN:1385-2728
Funders:National Science Center (Cracow, Poland), Preludium (Grant no. 2012/07/N/ST5/01873) and OPUS-7 (Grant no. 2014/13/B/ST5/04004)
Publisher DOI:https://doi.org/10.2174/1385272820666151210000010

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