PHOTOCHEMICAL REACTION OF PYRIMIDIN-2(1H)-ONES: INTER- AND INTRAMOLECULAR HYDROGEN ABSTRACTION BY THE NITROGEN OF IMINO GROUP

Article abstract of DOI:10.1246/cl.1982.1675

Irradiation of 1-methyl-4,6-diphenylpyrimidin-2(1H)-one (1a) in acyclic or cyclic ethers afforded the C-C bonded 1:1-adducts (2a-c) of 1a and ether via intermolecular hyrogen abstraction of the excited imino nitrogen of 1a, while irradiation of 1-phenyl-4-(3-ethoxypropyl)-6-methylpyrimidin-2(1H)-one (1g) gave 1-phenyl-4,6-dimethylpyrimidin-2(1H)-one (1d) via intramolecular hydrogen abstraction of the excited imino nitrogen of 1g, in addition to 2-oxo-1,3-diazabicyclo<2.2.0>hex-5-ene derivative (3g).