Reaction of benzimidazole-2(2@-thione 2 with dimethyl acetylenedicarboxylate (DMAD) has been reported by Grinblat and Postovskii to give the thiazolo[3,2-albenzimidazole 2.' On mechanistic grounds, however, condensation of i with DMAD can give rise to one or more of at least four products ,2, 2, 4~
Reaction of 3-amino-2-phenylcarbamoyl-2H-azirine with dimethyl acetylenedicarboxylate
β Scribed by D. A. Tikhomirov; I. P. Piskunova; A. V. Eremeev
- Publisher
- Springer US
- Year
- 1991
- Tongue
- English
- Weight
- 66 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0009-3122
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AbstractΓReaction 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
Reaction of 2,2-dialkyl-3-(dimethylamino)-2H-azirines la and l b with 2.3-pyridinedicarboximide (4) in MeCN or DMF at room temperature yielded two regioisomeric tricyclic 1:l adducts, the azacyclols 11/12 and 16/17, respectively (Schemes 3 and 4 ) . The structure of 12 was established by X-ray cryst