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■ 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

Abstract

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).