Publication: Dipolare (1:1)-Addukte aus der Reaktion von 3-Amino-2H-azirinen mit 1,3,4-Oxadiazol- und 1,3,4-Thiadiazol-2(3H)-onen
Dipolare (1:1)-Addukte aus der Reaktion von 3-Amino-2H-azirinen mit 1,3,4-Oxadiazol- und 1,3,4-Thiadiazol-2(3H)-onen
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Ametamey, S. M., Vincent, B. R., & Heimgartner, H. (1990). Dipolare (1:1)-Addukte aus der Reaktion von 3-Amino-2H-azirinen mit 1,3,4-Oxadiazol- und 1,3,4-Thiadiazol-2(3H)-onen. Helvetica Chimica Acta, 73, 492–507. https://doi.org/10.1002/hlca.19900730230
Abstract
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Abstract
3-Amino-2H-azirines 1 react with 5-(trifluoromethyl)-1,3,4-oxadiazol-2(3H)-one (2) as well as with different 5-substituted 1,3,4-thiadiazol-2(3H)-ones(5a-e) in 2-propanol at room temperature to give dipolar 1:1 adducts of type 3 and 6, respectively, in reasonable-to-good yields (Schemes 3 and 6, Tab. 1 and 2). The structure of two of these dipolar adducts, 6a and 6e, which are formally donor-acceptor-stabilized azomethine imines, have been elucidated by X-ray crystallography (Figs. 1-4). In the reaction of 2 and sterically crowded 3-a
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- Ametamey, Simon M
- Vincent, Beverly R
- Heimgartner, Heinz
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Ametamey, S. M., Vincent, B. R., & Heimgartner, H. (1990). Dipolare (1:1)-Addukte aus der Reaktion von 3-Amino-2H-azirinen mit 1,3,4-Oxadiazol- und 1,3,4-Thiadiazol-2(3H)-onen. Helvetica Chimica Acta, 73, 492–507. https://doi.org/10.1002/hlca.19900730230
