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Paper | Regular issue | Vol 36, No. 1, 1993, pp.71-78
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6141
Photoreaction of 1- and 3-Aralkyl Alicyclic Thioimides: Facile Syntheses of Various Azabicycloalkanes via Norrish Type II Process

Kazuaki Oda,* Yuichi Fukuzawa, Kosei Ohno, Minoru Machida, and Yuichi Kanaoka

*Faculty of Pharmaceutical Scicences, Higashi-Nippon-Gakuen University, 1757 Kanazawa, Toubetu-cho, Ishikari-gun, Hokkaodo 061-0212, Japan


Photolysis of the 1-(ω-aralkyl)cyclic thioimides (1b,e,g,h) gave a pair of stereoisomers of 1-azabicycloalkanes (2, 3) in moderate yields. Similarly, in 3-(ω-phenylalkyl)cyclic thioimides (5a-e), a pair of stereoisomers of 2-azabicycloalkanes (6, 7) were obtained.