Preparation, Chemistry, and Photochemistry of Hexaalkyl-2, 4-cyclohexadienones1-3

H Hart, PM Collins, AJ Waring

文献索引：Hart,H. et al. Journal of the American Chemical Society, 1966 , vol. 88, p. 1005 - 1013

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被引用次数: 63

摘要

Abstract: Hexamethyl-and hexaethylbenzene are oxidized by peroxytrifluoroacetic acid- boron fluoride to hexa-alkyl-2, 4-cyclohexadienones 1 and 2, respectively. The dienones do not dimerize, but 1 gives Diels-Alder adducts with maleic anhydride and other dienophiles. The enolate anion of 1 is much more easily formed at the C-3 methyl than at the C-5 methyl, which enables these methyls to be selectively deuterated. Reaction of 1 with ...