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Issue 4, 1988

Photochemistry of pyrimidin-2(1H)-ones: intermolecular hydrogen abstraction by an imino group nitrogen

Abstract

Irradiation of 1-alkyl-4,6-diarylpyrimidin-2(1H)-ones (1ac) in the presence of hydrogen donors such as acyclic or cyclic ethers (2ad), sulphides (2eg), 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 contrast, 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).

Article information


J. Chem. Soc., Perkin Trans. 1, 1988, 957-960
Article type
Paper

Photochemistry of pyrimidin-2(1H)-ones: intermolecular hydrogen abstraction by an imino group nitrogen

T. Nishio and Y. Omote, J. Chem. Soc., Perkin Trans. 1, 1988, 957 DOI: 10.1039/P19880000957

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