51241-35-1Relevant academic research and scientific papers
A convenient biphasic system (aluminadichloromethane) for the efficient aromatic monochlorination of alkyl phenyl ethers with sodium chlorite in the catalytic presence of manganese(III) salt
Hirano, Masao,Yakabe, Shigetaka,Monobe, Hiroyuki,Clark, James H.,Morimoto, Takashi
, p. 3749 - 3756 (1997)
A combination of sodium chlorite, (salen)manganese(III) catalyst, and chromatographic neutral alumina in dichloromethane can be successfully utilized for the aromatic monochlorination of a variety of alkyl phenyl ethers in excellent to quantitative yields under mild and anhydrous conditions.
Light-Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by a NiII-Aryl Complex
Cao, Rui,Lai, Chu-Hui,Li, Gang,Liu, Fengyi,Lu, Huan-Huan,Wang, Chao,Xiao, Jianliang,Xue, Dong,Yang, Liu,Zhang, Wei
supporting information, p. 12714 - 12719 (2020/06/02)
A highly effective C?O coupling reaction of (hetero)aryl electrophiles with primary and secondary alcohols is reported. Catalyzed by a NiII-aryl complex under long-wave UV (390–395 nm) irradiation in the presence of a soluble amine base without any additional photosensitizer, the reaction enables the etherification of aryl bromides and aryl chlorides as well as sulfonates with a wide range of primary and secondary aliphatic alcohols, affording synthetically important ethers. Intramolecular C?O coupling is also possible. The reaction appears to proceed via a NiI–NiIII catalytic cycle.
A method for preparing pu not Kain hydrochloride (by machine translation)
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Paragraph 0022; 0019, (2017/02/17)
The invention belongs to the field of chemical synthesis, in particular relates to a preparation method of pu not Kain hydrochloride. The method comprises the following steps: (1) to chlorinated phenols and bromo-butane under alkaline conditions in the in
Copper(I)-catalyzed aryl bromides to form intermolecular and intramolecular carbon-oxygen bonds
Niu, Jiajia,Guo, Pengran,Kang, Juntao,Li, Zhigang,Xu, Jingwei,Hu, Shaojing
supporting information; experimental part, p. 5075 - 5078 (2009/10/17)
(Chemical Equation Presented) A highly efficient Cu-catalyzed C-O bond-forming reaction of alcohol and aryl bromides has been developed. This transformation was realized through the use of copper(I) iodide as a catalyst, 8-hydroxyquinoline as a ligand, and K3PO4 as a base. A variety of functionalized substrates were found to react under these reaction conditions to provide products in good to excellent yields.
Copper-catalyzed Ullmann coupling under ligand- and additive- free conditions. Part 1: O-Arylation of phenols with aryl halides
Chang, Joyce Wei Wei,Chee, Sheena,Mak, Shiya,Buranaprasertsuk, Pongchart,Chavasiri, Warinthorn,Chan, Philip Wai Hong
, p. 2018 - 2022 (2008/09/19)
O-Arylation of a wide variety of substituted phenols and aliphatic alcohols with aryl halides catalyzed by copper iodide under mild ligand and additive free conditions (nBu4NBr, DMF, K3PO4, reflux, 22 h) is accomplished in good to excellent product yields (up to 95%).
Zinc-catalyzed Williamson ether synthesis in the absence of base
Paul, Satya,Gupta, Monika
, p. 8825 - 8829 (2007/10/03)
A zinc-catalyzed Williamson ether synthesis is described with microwave heating in the presence of DMF or stirring in an oil-bath using THF as solvent and in the absence of base. Zinc powder was found to be a highly efficient catalyst for the synthesis of aromatic ethers using microwave heating in the presence of N,N-dimethylformamide as well as under stirring in an oil-bath using tetrahydrofuran as solvent without any inorganic base. This method can be used for selective mono-, di- or tri-O-alkylations.
An efficient lutidine-assisted etherification of phenols with alkyl chloride in water
Aki, Shinji,Nishi, Takao,Minamikawa, Jun-Ichi
, p. 940 - 941 (2007/10/03)
An efficient etherification of phenol derivatives with alkyl chloride in water was achieved. The reactivity of the ether bond forming reaction was activated by addition of 2,6-lutidine.
Kaolin-assisted Aromatic Chlorination and Bromination
Hirano, Masao,Monobe, Hiroyuki,Yakabe, Shigetaka,Morimoto, Takashi
, p. 662 - 663 (2007/10/03)
Moist kaolin catalyses the regioselective and high-yielding chlorination and bromination of C6H5OR (R = C1-C8 alkyl. Bu1, allyl, cyclohexyl, benzyl) to 4-XC6H4OR (X = Cl and Br, respectively) with NaCl02 and Mn(acac)3 in CH2Cl2 in the absence and presence of NaBr, respectively, under mild and neutral conditions.
Selective aromatic chlorination of activated arenes with sodium chlorite, (salen)manganese(III) complex, and alumina in dichloromethane
Hirano,Yakabe,Monobe,Morimoto
, p. 1905 - 1912 (2007/10/03)
The reaction of alkyl phenyl ethers with sodium chlorite in dichloromethane in the presence of a (salen)manganese(III) complex and alumina preloaded with a small amount of water afforded monochlorination products with unusually high para selectivities under mild conditions. The NaClO2-based biphasic system can also be successfully used for the regioselective monochlorination of substituted anisoles and polymethoxybenzenes.
Regiospecific aromatic chlorination of alkyl phenyl ethers using sodium chlorite catalysed by manganese(III) acetylacetonate and moist alumina in dichloromethane
Hirano, Masao,Yakabe, Shigetaka,Monobe, Hiroyuki,Clark, James H.,Morimoto, Takashi
, p. 3081 - 3085 (2007/10/03)
A solid-liquid biphasic system (dichloromethane and chromatographic neutral alumina) has been tested for the aromatic chlorination of various alkyl aryl ethers using a reagent combination of sodium chlorite and manganese(III) acetylacetonate catalyst. Efficient incorporation of a chlorine atom into the benzene ring with high para-selectivity results. This catalytic system is also applicable to the regiocontrolled chlorination of polyether substrates.
