Dye-sensitized photo-oxygenation of N-unsubstituted pyrazin-2-ones (1b–d) afforded the endoperoxides (2b–d) in 61–72% yield. On being heated the endoperoxides (2) decomposed to give the unsymmetrical imides (4) accompanied by a loss of benzonitrile. 2-Alkoxypyrazines (5) also reacted with singlet oxygen, to yield the endoperoxides (6).
T. Nishio, M. Kondo and Y. Omote, J. Chem. Soc., Perkin Trans. 1, 1985, 2497 DOI: 10.1039/P19850002497
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