Functional Allyl Camphor Oxime And 5 - Bromo Furanone Synthesis

OxAne ethers has attracted more and more research interest due to its bioactivityand its special structural features.Based on the literature investigations and our earlier reseaxch work, a new kindof al pha- ethoxyc arb o nyl al lyl sub stitute d oxi me ethers was de s igned a-nd synthe si ze dsuccessfully. Camphoroxime, generated frOm the corresponding camphor, Whose amonspecies was fOrmed under the condition of base. Caxnphoroxime anion reacted withalpha-ethoxycarbonyl vinylphosphonate perfOrming Michael addition to give thephosphoryl-stabilized carbanion, which reacted with aldehyde viaHomer-Wadsworth-Emmons Reaction producing alpha-ethoxycarbonyl allylsubstituted camphoroxime ether.IdrOr gh'rt:,,,Synthesis of 5-bromophthalide, the key intermediate of CitaPloram, wasinvestigated. Starting flom the commercially available o-xylene, 5-bromophthalide ''asprepared with good yield via bromonation and catalytic oxidation successt\1lly.oJU;: r,MTO find a new type of suitable solid acid catalyst to catalyze the esterification ofacrylic acid with alcohol, a novel solid cataIyst, p-TSOH supported on activated carbon,was selected as the catalyst which having the adva-ntages of high catalytic activity highselectivity, short reaction time and extensive application prospect. Its reactioncondition was caxefully investigated and good result was obtailled.