- HYDROXYLATION DES NAPHTOLS EN MILIEU SUPERACIDE
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Hydroxylation of α and β naphtols by hydrogen peroxide in SbF5-HF occurs selectively on the non-phenolic ring, the electrophile reacting on the C-protonated substrate.
- Jacquesy, Jean-Claude,Jouannetaud, Marie-Paule,Morellet, Guy
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- Regioselective hydrolysis of diacetoxynaphthalenes catalyzed by Pseudomonas sp. lipase in an organic solvent
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Depending on the relative positions of the acetyl groups in the aromatic rings, the Pseudomonas sp. lipase-catalyzed hydrolysis of diacetoxynaphthalenes in tert-butylmethyl ether proceeds regioselectively to afford the corresponding monoacetates.
- Ciuffreda, Pierangela,Casati, Silvana,Santaniello, Enzo
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p. 317 - 321
(2007/10/03)
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- The Synthesis of 7-t-butylisobenzofuran-4,5-dione
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The title compound has been prepared by a route in which the key step is the decarbonylation and subsequent Alder-Rickert cleavage of the adduct between 8-t-butyl-1,4-dihydro-1,4-epoxynaphthalene-5,6-dione and tetraphenylcyclopentadienone.
- Sims, Colette G.,Wege, Dieter
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p. 1983 - 1990
(2007/10/02)
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- Oxyfunctionalization of Hydrocarbons. 17. Acid-Dependent High Regioselectivity Hydroxylation of Naphthalene with Hydrogen Peroxide Giving 1- or 2-Naphthol
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The acid-catalyzed hydroxylation of naphthalene with 90percent hydrogen peroxide was investigated.Regioselectivity of the reaction depends on the acidity of the system and the solvent used.In anhydrous hydrogen fluoride or 70percent HF-30percent pyridine solution at -10 to +20 deg C 1-naphthol is the product formed in > 98percent selectivity.In contrast, 2-naphthol is obtained in hydroxylation in superacid (HF-BF3, HF-SbF5, HF-TaF5, FSO3H-SbF5) solution at -60 to -78 deg C in > 98percent selectivity.When 1-naphthol reacted under the latter conditions 1,5- and 1,7-dihydroxynaphthalene were obtained, while 2-naphthol gave 1,6-dihydroxynaphthalene (along with only minor amounts of 1,7-dihydroxynapthtalene).The mechanism of the reactions is discussed, contrasting electrophilic hydroxylation of naphthalene, giving predominantly 1-substitution, with reaction of protonated naphthalenes (i.e., naphthtalenium ions) with hydrogen peroxide.
- Olah, George A.,Keumi, Takashi,Lecoq, Jean Claud,Fung, Alexander P.,Olah, Judith A.
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p. 6148 - 6151
(2007/10/02)
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- Method for preparing adduct of butadiene polymer or copolymer and α, β-ethylenically unsaturated dicarboxylic acid compound
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In a method for preparing an adduct of (A) a butadiene lower polymer or butadiene lower copolymer and (B) a α,β-ethylenically unsaturated dicarboxylic acid compound, said method is characterized in that said (A) and (B) are caused to react in the presence of one or more compounds selected from (C) p-phenylenediamine derivatives, catechol derivatives, pyrogallol derivatives, N-nitrosamines, quinoline derivatives and naphthol derivatives, thus serious increase of the viscosity of said adduct in the addition reaction can be prevented.
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