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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Recent Progress in the Chemistry of 2-Unsubstituted 1H-Imidazole 3-Oxides

Author(s): Grzegorz Mloston, Marcin Jasinski, Aneta Wróblewska and Heinz Heimgartner

Volume 20, Issue 13, 2016

Page: [1359 - 1369] Pages: 11

DOI: 10.2174/1385272820666151210000010

Price: $65

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 1Himidazole 3-oxides and their applications in asymmetric reactions, synthesis of room temperature ionic liquids and biologically active compounds are also reviewed.

Keywords: Imidazole N-oxides, synthetic methods, isomerization, [3+2]-cycloaddition, heterocyclization, ionic liquids, fluorinated compounds, chiral compounds.

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