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Photochemische Cycloadditionen von 3-Phenyl-2H-azirinen mit aktivierten Doppelbindungen. Vorläufige Mitteilung

✍ Scribed by B. Jackson; M. Märky; H.-J. Hansen; H. Schmid

Publisher
John Wiley and Sons
Year
1972
Tongue
German
Weight
173 KB
Volume
55
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Irradiation of 2‐methyl‐ (1a), 2,2‐dimethyl‐ (1b) and 2,3‐diphenyl‐2__H__‐azirine (1c) in the presence of diethyl mesoxalate yields the corresponding 4‐phenyl‐5,5‐diethoxycarbonyl‐3‐ oxazolines 3a–c. Similar cycloadducts are observed (cf. 6) by irradiation of 1b and 1c in the presence of trifluoroacetophenone. When ethyl cyanoformate is used as trapping agent photolysis of 1b or 1c leads to cycloadducts with the carbonyl and nitrile group, respectively which are present in the cyanoformate.

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