- Suzuki-Miyaura cross-coupling reaction of naphthyl triflate with indole boronic acids catalyzed by a recyclable polymer-supported N-heterocyclic carbene-palladium complex catalyst: Synthesis of naphthalene-linked bis-heterocycles
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In this study, the Suzuki-Miyaura cross-coupling reaction of naphthyl triflate with indole boronic acids catalyzed by a recyclable polymer-supported Pd-NHC complex catalyst is presented. The polymer-supported catalyst can be reused several times retaining high activity for the transformation. The structures of all the synthesized compounds were established by elemental analysis and from their mass, 1H-NMR, and 13C-NMR spectra.
- Reddy, P. Aravinda,Reddy, A. Babul,Reddy, G. Ramachandra,Reddy, N. Subbarami
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p. 1451 - 1456
(2014/01/06)
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- Photoexcited proton transfer from enhanced photoacids
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Naphthols with electron-withdrawing groups such as cyano or methanesulfonyl at C-5 and C-8 exhibit greatly enhanced photoacidity. This increase in photoacidity enables the substituted naphthols to undergo excited-state proton transfer (ESPT) in alcohols and Me2SO in the absence of water. In aqueous tetrahydrofuran solution, efficient proton transfer to water occurs at much lower water concentrations than with the parent naphthol, and the kinetics of proton transfer indicate that a smaller water cluster is involved.
- Tolbert, Laren M.,Haubrich, Jeanne E.
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p. 10593 - 10600
(2007/10/02)
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- Benzylic Cyanation via Oxidation and Simultaneous Nucleophilic Substitution
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Use of dichlorodicyano benzoquinone and trimethylsilyl cyanide in suitable solvent permits the direct and ready transformation of benzylic C-H bonds to C-CN bonds with high yield and selectivity via oxidation and simultaneous nucleophilic substitution.
- Lemaire, Marc,Doussot, Joel,Guy, Alain
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p. 1581 - 1584
(2007/10/02)
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- Substituted naphthoic acid process
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6-Alkoxy-5-trifluoromethyl-1-naphthoic acids are prepared by (1) cyanating a 6-alkoxytetralone so as to form a 6-alkoxy-1-cyano-3,4-dihydronaphthalene, (2) converting the 6-alkoxy-1-cyano-3,4-dihydronaphthalene to a naphthoic acid precursor selected from a 6-alkoxy-1-cyanonaphthalene and a hydrocarbyl 6-alkoxy-1-naphthoate, (3) halogenating the naphthoic acid precursor to the corresponding 5-halo derivative, (4) trifluoromethylating the 5-halo derivative to replace the 5-halo substituent with a 5-trifluoromethyl group, and (5) hydrolyzing the resultant product to a 6-alkoxy-5-trifluoromethyl-1-naphthoic acid. In a preferred embodiment of the invention, the process is conducted so as to prepare 6-methoxy-5-trifluoromethyl-1-naphthoic acid, which, like the other products, is known to be useful as a pharmaceutical intermediate.
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- Process for preparing alpha-arylacrylonitriles
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An alpha-arylacrylonitrile is prepared by reacting an aryl ketone having a removable hydrogen alpha to the carbonyl group with an alkali metal cyanide and aluminum chloride, preferably in the presence of a solvent and a phase transfer catalyst. In a prefe
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