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Communication | Special issue | Vol 54, No. 1, 2001, pp.65-68
Published online, 1st January, 1970
DOI: 10.3987/COM-00-S(I)25
Photochemical Synthesis and Characterization of the Tautomers of 1,3,5,7,9- and 1,3,6,8,10-Pentamethylcyclooctapyrimidine-2,4-diones

Kazue Ohkura, Ken-ichi Nishijima, Shun Uchiyama, Akiyo Sakushima, and Koh-ichi Seki*

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


UV-irradiation of 1,3,6,8,10- and 1,3,5,7,9-pentamethylcyclooctapyrimidine-2,4-diones (3, 5) effected bond-switching to produce their tautomeric isomers (4, 6). Upon heated in the dark, the former (4) reverted to 3, while the latter (6) transformed itself into cyclobutaquinazoline (7) through intramolecular Diels-Alder reaction.