- Oxidative ring contraction of cycloalkanones: A facile metrod for synthesis of medium ring cycloalkanecarboxylic acids
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Cycloalkanones (1) oxidized with 30% hydrogen peroxide in the presence of poly(bisanthracenyl) diselenide (5b) as catalyst, produce cycloalkanecarboxylic acids (2) having one carbon atom less in the ring that the substrate. Although preparative yield of acids 2 does not exceed 60% the reaction can be applied as a simple way for synthesis of cycloalkanecarboxylic acids with five to seven-membered ring.
- Giurg, Miroslaw,Mlochowski, Jacek
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p. 2281 - 2291
(2007/10/03)
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- NEW METHOD FOR THE PRODUCTION OF 1,4-DIOXACYCLOHEXADECANE-5,16-DIONE FROM CYCLODECANONE
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A new method is proposed for the synthesis of 1,4-dioxacyclohexadecane-5,16-dione by the oxidation of 13,16-dioxabicyclohexadec-1(12)-ene, obtained from 2-hydroxycyclododecanone and ethylene glycol.The action of an aqueous or alcohol solution of potassium hydroxide on 2-acetoxy- or 2-hydroxycyclododecanone leads to oxidative cleavage of the C-C bond with the formation of 1,10-decanedicarboxylic acid.
- Zakharkin, L. I.,Guseva, V. V.
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p. 115 - 118
(2007/10/02)
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