Journal of Organic Chemistry p. 827 - 832 (1984)
Update date:2022-08-05
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Nishio, Takehiko
The photochemical reactivity of the quinoxalin-2(1H)-ones 1a-i with electron-deficient olefins such as acrylonitrile (2a),methacrylonitrile (2b), methyl acrylate (2c), methyl methacrylate (2d), and vinyl acrylate (2e) is described.Irradiation of the quinoxalin-2(1H)-ones 1a-1f,i in the presence of electron-deficient olefins (2a-e) gave the novel regiospecific (2+2) cycloadducts (3-18) of the carbon-nitrogen double bond of 1 and olefin 2.The photoreaction of the quinoxalin-2(1H)-ones 1 with olefins 2 occurs from a triplet state.
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