78193-34-7Relevant academic research and scientific papers
Photochemical Reactions of Pyrazin-2(1H)-ones
Nishio, Takehiko,Nakajima, Naoko,Kondo, Masaji,Omote, Yoshimori,Kaftory, Menahem
, p. 391 - 396 (2007/10/02)
Irradiation of 1-alkyl-5,6-diarylpyrazin-2(1H)-ones (1a-c) in alcohol under oxygen gave N-alkylacetamide derivatives (2a-e) in 21-69percent yield.The formation of acetamide derivatives (2) arises via the endoperoxide intermediates (3), initially produced by the reaction of the pyrazin-2(1H)-ones (1), which act as their own sensitizer, with singlet oxygen followed by O-O bonds fission, alcohol addition, and rearrangement accompanied by the elimination of the corresponding nitrile derivative.The pyrazin-2(1H)-ones (1a-d) rapidly reacted with singlet oxygen to afford the stable endoperoxides (3a-d).On the other hand, the pyrazin-2(1H)-ones (1a-d) were inert to the photolysis in benzene or methanol under argon.
