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Unexpected Course of the Reaction of 2-Unsubstituted 1H-Imidazole 3-Oxides with Ethyl Acrylate

✍ Scribed by Grzegorz Mlostoń; Katarzyna Urbaniak; Alicja Wojciechowska; Anthony Linden; Heinz Heimgartner


Book ID
112098308
Publisher
John Wiley and Sons
Year
2012
Tongue
German
Weight
236 KB
Volume
95
Category
Article
ISSN
0018-019X

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Reactions of 2-Unsubstituted 1H-Imidazol
✍ Grzegorz Mlostoń; Tomasz Gendek; Heinz Heimgartner 📂 Article 📅 2000 🏛 Elsevier Science 🌐 French ⚖ 145 KB

AbstractÐReaction of 2-unsubstituted 1H-imidazole 3-oxides with isocyanates, isothiocyanates, and dimethyl acetylenedicarboxylate led to the formation of 2-functionalized imidazole derivatives. Stepwise reaction mechanisms via zwitterionic intermediates are proposed. The intermediate [312] cycloaddu

Reactions of 2-Unsubstituted 1H-Imidazol
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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