78174-95-5Relevant 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.
PHOTOOXYGENATION OF PYRAZIN-2(1H)-ONES
Nishio, Takehiko,Nakajima, Naoko,Omote, Yoshimori
, p. 753 - 756 (2007/10/02)
1-Alkyl-5,6-diphenylpyrazin-2(1H)-ones (1a-b) reacted with singlet oxygen in dichloromethane to afford the stable endoperoxide (1a-b), while in methanol to afford the 1:1-adduct (3a-b) of the endoperoxide (2a-b) and methanol.
