57928-75-3Relevant academic research and scientific papers
Base-Mediated O-Arylation of Alcohols and Phenols by Triarylsulfonium Triflates
Ming, Xiao-Xia,Tian, Ze-Yu,Zhang, Cheng-Pan
supporting information, p. 3370 - 3379 (2019/11/03)
A mild and efficient protocol for O-arylation of alcohols and phenols (ROH) by triarylsulfonium triflates was developed under transition-metal-free conditions. Various alcohols, including primary, secondary and tertiary, and phenols bearing either electron-donating or electron-withdrawing groups on the aryl rings were smoothly converted to form the corresponding aromatic ethers in moderate to excellent yields. The reactions were conducted at 50 or 80 °C for 24 h in the presence of a certain base and showed good functional group tolerance. The base-mediated arylation with asymmetric triarylsulfonium salts could selectively transfer the aryl groups of sulfoniums to ROH, depending on their inherent electronic nature. The mechanistic studies revealed that the reaction might proceed through the nucleophilic attack of the in situ formed alkoxy or phenoxy anions at the aromatic carbon atoms of the C?S bonds of triarylsulfonium cations to furnish the target products.
Pd(OAc)2-catalyzed synthesis of benzyl phenyl ether derivatives with H2O2 as an oxidant in neat water
Chen, Qian-Qian,Zhang, Hui-Xian,Yang, Jian-Xin
, p. 115 - 118 (2018/11/10)
A new protocol for Pd(OAc)2-catalyzed reactions of different benzyl bromides and various arylboronic acids has been developed to form functionalized benzyl phenyl ethers. This method represents the first instance where arylboronic acid is used as a reaction substrate for benzyl phenyl ether synthesis with H2O2 as the green oxidant under atmospheric oxygen and pure H2O as an environmental friendly solvent without the requirement for phosphine- and N-based ligands, remarkable functional group tolerance, and considerable yield.
Tetrabutyl ammonium bromide-mediated benzylation of phenols in water under mild condition
Wang, Hailei,Ma, Yuping,Tian, Heng,Yu, Ajuan,Chang, Junbiao,Wu, Yangjie
, p. 2669 - 2673 (2014/04/03)
Benzylation of phenol was successfully achieved in water under room temperature mediated by tetrabutylammonium bromide (TBAB) for only 2 h affording the corresponding benzyl phenyl ether with good to excellent yields. This protocol is very efficient, simple, avoiding catalysts, easy to work-up after reaction, and especially 'green'.
Preparation of potassium alkoxymethyltrifluoroborates and their cross-coupling with aryl chlorides
Molander, Gary A.,Canturk, Belgin
supporting information; experimental part, p. 2135 - 2138 (2009/05/26)
(Chemical Equation Presented) A wide variety of alkoxymethyltrifluoroborate substrates were prepared via SN2 displacement of potassium bromomethyltrifluoroborate with various alkoxides in excellent yields. These alkoxymethyltrifluoroborates were effectively cross-coupled with several aryl chlorides. This method provides a unique dissonant disconnect that allows greater flexibility in the design of new and improved synthetic pathways.
PESTICIDAL SUBSTITUTED PHENYLETHERS
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Page/Page column 42; 63, (2008/06/13)
The invention relates to the use of phenylether derivatives of formula (I), to compositions thereof for the control of pests, including arthropods and helminths.
On a novel fomocaine synthesis: 10th communication: on synthesis of new compounds with local anaesthetic activity
Oelschlaeger,Iglesias-Meier,Goetze,Schatton
, p. 1625 - 1628 (2007/10/05)
4 [3 (4 Phenoxymethyl phenyl) propyl] morphine (fomocaine, Erbocain) is a very active topical local anesthetic with low toxicity. A new synthesis starting from 4-phenoxy-methyl-benzonitrile, via a modified Willgerodt-Kindler reaction, is reported. The yield is of the same order as with the known technical process starting from 3-phenylpropanol. The distinct advantage of the new procedure is the avoidance of the C-chloromethylation of 3-phenylpropylchloride during which process the o-chloromethyl derivative is also formed, and this cannot be separated by fractional distillation.
