Journal of the Chemical Society. Perkin transactions I p. 957 - 960 (1988)
Update date:2022-07-30
Topics:
Nishio, Takehiko
Omote, Yoshimori
Irradiation of 1-alkyl-4,6-diarylpyrimidin-2(1H)-ones (1a-c) in the presence of hydrogen donors such as acyclic or cyclic ethers (2a-d), sulphides (2e-g), and xanthene (2h) gave the C-C bonded 1:1 adducts (3)-(16) of (1) and (2), via intermolecular hydrogen atom abstraction of the excited imino nitrogen of the starting pyrimidin-2(1H)-one (1).In constrast, irradiation of 1-aryl-4,6-dialkylpyrimidin-2(1H)-one (1d) in the presence of hydrogen donors gave, predominantly, the electrocyclization product (19) in addition to the 1:1 adducts (17)-(18).
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Doi:10.1016/j.bmc.2009.04.052
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