36441-31-3Relevant academic research and scientific papers
Influence of phase transfer catalyst structure on selectivity
Dehmlow, E. V.
, p. 1998 - 2005 (1995)
A concise review is given of systematic studies concerned with the tuning of regio-, "frequentio-", chemo-, and diastereoselectivity by the structure or type of phase transfer catalyst. - Keywords: phase transfer catalysis; regioselectivity; selectivity control; stereoselectivity; C/O-alkylation; C/N-alkylation.
Ionic liquids as solvents for the regioselective O-alkylation of C/O ambident nucleophiles
Badri, Meryam
, p. 4435 - 4438 (1992)
The reaction of sodium β-naphthoxide with benzyl halides in molten tetraalkylammonium or phosphonium halides (at 110°C or below) leads to a highly regioselective O-alkylation. These new solvents, which can be quantitatively recovered at the end of the reaction, mimic the behaviour of dipolar aprotic solvents.
HIGHLY SELECTIVE BENZILATIONS OF β-NAPHTHOXIDE ANION IN HETEROGENEOUS MEDIA
Bram, G.,Loupy, A.,Sansoulet, J.,Vaziri-Zand, F
, p. 5035 - 5038 (1984)
Each of the four products resulting from the benzylation of the ambident β-naphthoxide anion can be efficiently and selectively obtained in mild an economical conditions by a judicious choice of the solid base: LiOH, LiOtBu or KOH-Aliquat.
THE ROLE HYDROGEN BONDING IN THE AUTOOXIDATION AND ALKYLATION OF 2-NAPHTHOLS
Jazzaa, Abdulaziz Al,Clark, James H.,Miller, Jack M.
, p. 89 - 92 (1983)
The powerful hydrogen bond electron donor fluoride ion assists the O-alkylation of 2-naphthols but inhibits the autooxidation of 1-alkyl-2-naphthols.These observations may be explained in terms of the nature of the OHF- hydrogen bond.
Mechanism of Reactions Promoted by Polymer-Supported Phase-Transfer Catalysts
Montanari, Fernando,Quici, Silvio,Tundo, Pietro
, p. 199 - 202 (1983)
Kinetic measurements indicate that the ratio of C- vs.O-alkylation of β-naphthoxide is not a reliable polarity test for polymer-supported phase-transfer catalysis because of the competitive noncatalyzed reactions.A reliable test is the C/O-alkylation of phenoxide.Reactions carried out in toluene-water in the presence of stoichiometric amounts of polystyrene-supported quaternary phosphonium salts 2 and 3 afford only O-alkylation products.Stoichiometric reactions give significant amounts of C-alkylation with 2 or 3 in aqueous ethanol or with immobilized polar catalysts 4 and 5 in toluene-water.Hydration measurements agree with the essentially hydrophobic character of polystyrene-supported phosphonium catalysts 2 and 3.These results confirm our previous conclusion that phase-transfer catalysis follows identical mechanisms both in the presence of soluble and polymer-supported catalysts.In the latter case the reaction should occur within an organic solvation shell firmly surrounding the catalytic site, rather than in an aqueous solvation sphere or at the interface.
6-HYDROXY-2-NAPHTHALENYL FLUORENE DERIVATIVES AND LENS AND CAMERA MODULE USING THE SAME
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Paragraph 0081-0083, (2016/02/16)
Disclosed herein are 6-hydroxy-2-naphthalenyl fluorene derivatives and a lens and a camera module using the same.
Catalytic Tandem and One-Pot Dehydrogenation-Alkylation and -Insertion Reactions of Saturated Hydrocarbons with Alcohols and Alkenes
Kim, Junghwa,Pannilawithana, Nuwan,Yi, Chae S.
, p. 8395 - 8398 (2016/12/16)
The ruthenium-hydride catalyst has been successfully used for the tandem sp3 C-H dehydrogenation-alkylation reaction of saturated hydrocarbon substrates with alcohols to form the alkyl-substituted alkene and arene products. The analogous one-pot dehydrogenation-insertion of saturated ketones with alkenes and dienes directly yielded synthetically useful 2-alkylphenol and benzopyran products in a highly regio- and stereoselective manner without forming any wasteful byproducts. (Chemical Equation Presented).
Microwave-Assisted solid-liquid phase alkylation of naphthols
Balint, Erika,Kovacs, Orsolya,Drahos, Laszlo,Keglevich, Gyoergy
, p. 330 - 336 (2013/07/26)
The microwave promoted alkylation of 1- and 2-naphthols with benzyl, butyl, ethyl and isopropyl halides in the presence of an alkali carbonate may result in O- and C-Alkylated products. The alkylations were O-selective in the presence of K2CO3 in acetonitrile as the solvent and in the absence of phase transfer catalyst. The alkylations utilizing butyl and ethyl halides were also O-selective in solventless accomplishment and in the presence of triethylbenzylammonium chloride.
An efficient method for the preparation of versatile building blocks: 1-substituted 2,2-dimethoxyethylamine hydrochlorides1
Liu, Bo,Su, Deyong,Cheng, Guolin,Liu, Hui,Wang, Xinyan,Hu, Yuefei
scheme or table, p. 3227 - 3232 (2010/02/27)
A novel method for the preparation of 1-substituted 2,2-dimethoxyethylamine hydrochlorides was developed. The method includes three highly efficient steps: (1) direct use of aqueous (MeO)2CHCHO for the preparation of N,O-acetal by condensation with Betti
Convenient synthesis of 1-arylmethyl-2-naphthols
Paul, Nawal K.,Dietrich, Lindsay,Jha, Amitabh
, p. 877 - 888 (2007/10/03)
A new environmentally benign, two-step procedure for the synthesis of 1-arylmethyl-2-naphthols in good to excellent yield is reported. It involves microwave-assisted facile formation of Mannich bases of 2-naphthol under solvent-free conditions and subsequ
