Dimedone Subject

Radical reactions of enamines are the subject of another chapter in the present book. Acyloxylation of anilinomethylene dimedone to a-hydroxy derivatives of / -diketones is achieved by treating enaminediones with a diacyl peroxide. The aminomethylene group is lost in this process302 (equation 226). 

Dimedone was treated with two equivalents of bromine in glacial acetic acid to yield 2,2-dibromo-5,5-dimethylcyclohexane-l,3-dione. The dibromo compound was subjected to reaction with substituted 2-aminothiophenols, 2-aminophenol, thiocarbohydrazones, and triazoles to furnish spiro-(2, 6 -dioxo-4, 4 -dimethylcyclohexane)-6-substituted-l,... 

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