Publication: Photoinduzierte Reaktionen von 3-Phenyl-2H-azirinen mit Carbonsäureestern
Photoinduzierte Reaktionen von 3-Phenyl-2H-azirinen mit Carbonsäureestern
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Gilgen, P., Hansen, H.-J., Heimgartner, H., Sieber, W., Uebelhart, P., Schmid, H., Schönholzer, P., & Oberhänsli, W. E. (1975). Photoinduzierte Reaktionen von 3-Phenyl-2H-azirinen mit Carbonsäureestern. Helvetica Chimica Acta, 58(6), 1739–1768. https://doi.org/10.1002/hlca.19750580628
Abstract
Abstract
Abstract
Irradiation (280-350 nm light) of a benzene solution of 3-phenyl-2H-azirines 1a-e in the presence of carboxylate esters, whose carbony1 groups are activated by electron withdrawing groups situated in the acyl or alkyl moiety, produces 5-alkoxy-3-oxazolines (Tab. 1 and 4, Scheme 2) isolated in 18-82% yield. These heterocycles undoubtedly originate by regiospecific addition of the ester carbonyl group to the azirine-derived benzonitrile-methylide ‘dipole’ (Scheme 1). The 5-(2’,2’,2‘-trifluoroethoxy)-3-oxazolines, derived from 2‘,2‘,2’-t
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Creators (Authors)
- Gilgen, Paul
- Hansen, Hans-Jürgen
- Heimgartner, Heinz
- Sieber, Willi
- Uebelhart, Peter
- Schmid, Hans
- Schönholzer, Peter
- Oberhänsli, Willi E
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Citations
Gilgen, P., Hansen, H.-J., Heimgartner, H., Sieber, W., Uebelhart, P., Schmid, H., Schönholzer, P., & Oberhänsli, W. E. (1975). Photoinduzierte Reaktionen von 3-Phenyl-2H-azirinen mit Carbonsäureestern. Helvetica Chimica Acta, 58(6), 1739–1768. https://doi.org/10.1002/hlca.19750580628
