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Journal of the American Chemical Society

Photochemistry of 4-vinyl-2, 5-cyclohexadien-1-ones. A remarkable effect of substitution on the type A and dienone-phenol photorearrangements

AG Schultz, NJ Green

文献索引:Schultz, Arthur G.; Green, Neal J. Journal of the American Chemical Society, 1992 , vol. 114, # 5 p. 1824 - 1829

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被引用次数: 24

摘要

Abstract: 4-Carbomethoxy-4-vinyl-2, 5-cyclohexadien-l-ones 6a and 6b were prepared from methyl benzoate and methyl 2-methoxybenzoate in 45% overall yields. Irradiation of 6a in benzene solution at 366 nm gave 2-carbomethoxybicyclo-[32* 3-4.26* 7. 1]-2, 6-octadien-9- 0ne (7, 35%), 2-carbomethoxybicyclo [3.3. 01* 5]-2, 7-octadien-6-one (8, 8%), and 4- carbomethoxy-3-vinylphenol (9, 39%). The structure of phenol 9 was confirmed by ...