83786-51-0Relevant academic research and scientific papers
Photochemistry of Pyrimidin-2(1H)-ones: Intramolecular γ-Hydrogen Abstraction by the Nitrogen of the Imino Group
Nishio, Takehiko,Kameyama, Satoshi,Omote, Yoshimori
, p. 1147 - 1150 (2007/10/02)
Irradiation of 1-aryl-4-propyl- (1a) and 1-aryl-4-(3-ethoxypropyl)-6-methylpyrimidin-2(1H)-ones (1b-d) gave the photoelimination products, 1-aryl-4,6-dimethylpyrimidin-2(1H)-ones (2a-d), via intramolecular γ-hydrogen atom abstraction of the excited imino nitrogen of the starting pyrimidin-2(1H)-one (1), in addition to the 1,3-diazabicyclohex-5-en-2-ones (3a-d).The pyrimidin-2(1H)-ones (1f) and (1h), which have no γ-hydrogens at the C-4 position, underwent photochemical electrocyclization to give the 1,3-diazabicyclohex-5-en-2-ones (3f) and (3h) as the sole products.
PHOTOCHEMICAL REACTION OF PYRIMIDIN-2(1H)-ONES: INTER- AND INTRAMOLECULAR HYDROGEN ABSTRACTION BY THE NITROGEN OF IMINO GROUP
Nishio, Takehiko,Katahira, Katsuhiro,Omote, Yoshimori
, p. 1675 - 1678 (2007/10/02)
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-diazabicyclohex-5-ene derivative (3g).
