- Efficient oxidative ipso-fluorination of para-substituted phenols using pyridinium polyhydrogen fluoride in combination with hypervalent iodine(III) reagents
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Diacetoxyiodobenzene (PIDA) and bis(trifluoroacetoxy)iodobenzene (PIFA) in the presence of pyridinium polyhydrogen fluoride (PPHF) are effective for the fluorination of para-substituted phenols to give a variety of 4-fluorocyclohexa-2,5-dienones in a good yield. (R,S)-1,1′-Bi-5,6,7,8- tetrahydro-2-naphthol (and its monoacetate) yields atropoisomeric fluorocyclohexadienones. The 4-substituted carbamate open-chain phenols were readily converted to fluorohydroindolenone and fluorohydroquinolenone derivatives by intramolecular conjugate addition.
- Karam, Omar,Martin-Mingot, Agnès,Jouannetaud, Marie-Paule,Jacquesy, Jean-Claude,Cousson, Alain
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p. 6629 - 6638
(2007/10/03)
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- Oxidative fluorination in amine-HF mixtures
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The selective electrochemical fluorination of alkenes, phenanthroline, naphthalene and chlorobenzene in neat amine-HF mixtures is described, together with the chemistry of 4,4-difluorocyclohexadienone.
- Meurs,Eilenberg
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p. 705 - 714
(2007/10/02)
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- Preparation of 4,4-disubstituted cyclohexadienones
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The invention provides a process for the preparation of 4,4-disubstituted cyclohexadienones of which at least one of the substituents is fluorine, which comprises reacting a compound of formula STR1 wheren X represents a hydrogen or halogen atom or an alk
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