Publication: The Reaction of 3-(Dimethylamino)-2H-azirines with 2,3-Pyridinedicarboximide
The Reaction of 3-(Dimethylamino)-2H-azirines with 2,3-Pyridinedicarboximide
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Obrech, J.-P., Schönholzer, P., Jenny, C. J., Prewo, R., & Heimgartner, H. (1988). The Reaction of 3-(Dimethylamino)-2H-azirines with 2,3-Pyridinedicarboximide. Helvetica Chimica Acta, 71(5), 1319–1327. https://doi.org/10.1002/hlca.19880710542
Abstract
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Abstract
Reaction of 2,2-dialkyl-3-(dimethylamino)-2H-azirines 1a and 1b with 2,3-pyridinedicarboximide (4) in MeCN or DMF at room temperature yielded two regioisomeric tricyclic 1:1 adducts, the azacyclols 11/12 and 16/17,respectively (Schemes 3 and 4). The structure of 12 was established by X-ray crystallography. Methanolysis of 11/12 and 16/17 led to mixtures of methyl [4,4-dialkyl-5-(dimethylamino)-4H-imidazol-2-yl]pyridine carboxylates 13/14 and 18/19, respectively. The structure of compound 14 is closely related to that of the powerful h
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Obrech, J.-P., Schönholzer, P., Jenny, C. J., Prewo, R., & Heimgartner, H. (1988). The Reaction of 3-(Dimethylamino)-2H-azirines with 2,3-Pyridinedicarboximide. Helvetica Chimica Acta, 71(5), 1319–1327. https://doi.org/10.1002/hlca.19880710542