Electrocyclic Rearrangement of Pentamethylcyclooctapyrimidine-2,4-diones: Reaction Pathway into a 9,11-Diazapentacyclo-[6.4.0.01,3.02,5.04,8]dodecane System and a 9,11-Diazapentacyclo [6.4.0.01,3.02,6.04,8]dodecane System†,¶

@inproceedings{Ohkura2001ElectrocyclicRO,
  title={Electrocyclic Rearrangement of Pentamethylcyclooctapyrimidine-2,4-diones: Reaction Pathway into a 9,11-Diazapentacyclo-[6.4.0.01,3.02,5.04,8]dodecane System and a 9,11-Diazapentacyclo [6.4.0.01,3.02,6.04,8]dodecane System†,¶},
  author={K. Ohkura and K. Nishijima and K. Seki},
  booktitle={Photochemistry and photobiology},
  year={2001}
}
Abstract Photolysis of 6-chloro-1,3-dimethyluracil and mesitylene in the presence of trifluoroacetic acid (TFA) at low temperature gave 1,3,5,7,9- and 1,3,6,8,10-pentamethylcyclooctapyrimidine-2,4-diones (1b, 1c). Sequential photoreaction of the former (1b) resulted in the formation of 9,11-diazapentacyclo[6.4.0.01,3.02,5.04,8]dodecane-2,4-dione (2b) by way of 9-exo-methylene derivative (7b) and cyclobutaquinazoline (8b). On the other hand, UV-irradiation of 1c led to the bond shift isomer (5c… Expand
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