## Abstract The formation of the desired imidazoles is rationalized by a formal 1,3‐dipolar cycloaddition reaction followed by an oxaloyl cleavage of oxobutanoate intermediates (III).
Straightforward Access to (Imidazol-2-yl)acetates by Reaction of 2-Unsubstituted Imidazole 3-Oxides with Dimethyl Acetylenedicarboxylate
✍ Scribed by Grzegorz Mlostoń; Marcin Jasiński; Heinz Heimgartner
- Publisher
- John Wiley and Sons
- Year
- 2011
- Tongue
- English
- Weight
- 177 KB
- Volume
- 2011
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
Abstract
A new method for the preparation of 1,4,5‐trisubstituted (imidazol‐2‐yl)acetates, based on the reaction of the corresponding imidazole 3‐oxides with dimethyl acetylenedicarboxylate (DMAD) is described. Formation of the products is rationalized by a formal 1,3‐dipolar cycloaddition and subsequent oxaloyl cleavage.
📜 SIMILAR VOLUMES
The reaction of 1,4,5-trisubstituted 1H-imidazole-3-oxides 1 with 2,2-bis(trifluoromethyl)ethene-1,1dicarbonitrile (7, BTF) yielded the corresponding 1,3-dihydro-2H-imidazol-2-ones 10 and 2-(1,3-dihydro-2H-imidazol-2-ylidene)malononitriles 11, respectively, depending on the solvent used. In one exam
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