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Report | Regular issue | Vol 19, No. 4, 1982, pp.703-704
Published online, 1st January, 1970
DOI: 10.3987/R-1982-04-0703
Studies on Ketene and Its Derivatives (CVIII). Photoreaction of Diketene with Uracil (Complement)

Takuo Chiba, Hitoshi Takahashi, and Tetsuzo Kato

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan


Photoreaction of diketene with uracil gave the [2+2]spirocycloadduct, which was, on thermolysis, transformed to 7- and 8-methylene-2,4-diazabicyclo[4.2.0]octane-3,5-dione (5) and (6). Bromination of compound (5) followed by the treatment with sodium ethoxide gave 5-methylene-5,6-dihydro-1H,3H-cyclobuta[e]pyrimidine-2,4-dione (7).