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Communication | Special issue | Vol 49, No. 1, 1998, pp.59-62
Published online, 1st January, 1970
DOI: 10.3987/COM-98-S27
Acid-catalyzed Photorearrangement of 1,3-Dimethylcyclooctapyrimidine-2,4-dione into 10,12-Diazatricyclo[6.4.0.01,5]dodeca-3,7-diene-9,11-diones

Kazue Ohkura, Yukari Noguchi, and Koh-ichi Seki*

*Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan

Abstract

UV irradiation of 1,3-dimethylcyclooctapyrimidine-2,4-dione in the presence of a large excess of trifluoroacetic acid (>10 equiv. molar) at low temperature afforded 6-substituted 10,12-diaza-10,12-dimethyltricyclo[6.4.0.01,5]dodeca-3,7-diene-9,11-dione, which is regarded as a product through intramolecular photo-Diels-Alder reaction.