Journal of the Chemical Society. Perkin transactions I p. 1147 - 1150 (1986)
Update date:2022-08-04
Topics:
Nishio, Takehiko
Kameyama, Satoshi
Omote, Yoshimori
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-diazabicyclo<2.2.0>hex-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-diazabicyclo<2.2.0>hex-5-en-2-ones (3f) and (3h) as the sole products.
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Doi:10.1007/BF00930068
()Doi:10.1021/jo8014038
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