Reactions of 2,6-dibenzylidenecyclohexanone and its derivatives in high-temperature water

Xian-Jun Bi, Luke Timothy Higham, Janet Scott, Chris Strauss

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The reactivity of derivatives of 2,6-dibenzylidenecyclohexanone was investigated in water at 220-250 degrees C under microwave conditions, without added catalyst. Retro-Claisen-Schmidt processes predominated. Hydrolytic attack at the benzylic position afforded a 2-benzylidenecyclohexanone derivative and liberated an aryl aldehyde. Dienones substituted with electron-withdrawing or -donating groups on the aryl rings were more susceptible to hydrolysis than was the parent 2,6-dibenzylidenecyclohexanone.
Original languageEnglish
Pages (from-to)883 - 886
Number of pages4
JournalAustralian Journal of Chemistry
Issue number12
Publication statusPublished - 2006

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