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A series of N-aryl β-bromodifluoromethyl β-enaminoketones were regioselectively synthesized in good yield by the reaction of N-aryl bromodifluoroacetimidoyl chlorides with methyl ketones. β-Bromodifluoromethyl β-enaminoketones smoothly cyclized to give a novel class of cyclic (2,2-difluoro-5-phenyl-furan-3-ylidene)-aryl-amines under basic condition. An intramolecular halophilic substitution mechanism was proposed. 相似文献
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4-Bromodifluoromethyl β-lactams 2 are prepared from the commercial available BrCF2CF2Br in overall five-step reaction procedure. Under the radical reaction conditions (Bu3SnH/AIBN), compound 2 reacted with alkenes affording to the corresponding addition product difluoromethylene β-lactams 7. In the absence of alkenes, it can be converted into the corresponding difluoromethyl β-lactam 6 in almost quantitative yield. Furthermore, allylic stannic reagent Bu3SnCH2CHCH2 reacted with 2 under the same reaction conditions gave the allylic addition product 8. 相似文献
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Bromodifluoromethyl substituted β-diketone 3a-3d, prepared from corresponding ketones and ethyl bromodifluoroactate in the presence of sodium methoxide, reacted with aryl hydrazine derivatives affording bromodifluoromethyl substituted pyrazoles in high regioselectivity. The reaction of 3a-3d with hydroxylamine hydrochloride gave dihydroisoxazoles, which afforded bromodifluoromethyl substituted isoxazoles through dehydration by PPA or concentrated sulfuric acid. 相似文献
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