Acid-catalyzed photoreaction of 6-chloro-1,3-dimethyluracil and mesitylene: formation of photocycloadducts and their characterization.
In contrast to the previously reported short time required (1 h) for photolysis of 6-chloro-1,3-dimethyluracil (6-CIDMU) and mesitylene, in the presence of TFA, resulting in two major products: 1,3,6,8,10-pentamethylcyclooctapyrimidine derivative (1d), and diazapentacyclo[6.4.0.0(1,3).0(2,5).0(4,8)]dodecane (2c), prolonged irradiation (18h) of this same mixture yields novel pentalenopyrimidine derivatives, including diazapentacyclo[6.4.0.0(1,3).0(2,6).0(4,8)]dodecane (3c).
Ohkura
K
K
Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Japan.
Nishijima
K
K
Seki
K
K
D000143:Acids; D001555:Benzene Derivatives / Q000737:chemistry* / Q000528:radiation effects; D002384:Catalysis; D008027:Light; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D010777:Photochemistry; D010782:Photolysis; D014269:Trifluoroacetic Acid / Q000737:chemistry; D014498:Uracil / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000528:radiation effects
D000143:Acids; D001555:Benzene Derivatives; D014498:Uracil; C070275:6-chloro-1,3-dimethyluracil; C010219:mesitylene; D014269:Trifluoroacetic Acid