β-Bromodifluoromethyl β-enaminoketones: versatile synthetic intermediates for synthesis of CF2-containing compounds |
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| Authors: | Yong-Ming Wu Ya Li Juan Deng |
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| Affiliation: | Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China |
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| Abstract: | 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. |
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| Keywords: | Bromodifluoromethyl Enaminoketones Cyclization Halophilic substitution |
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