- Metabolites from the biodegradation of 1, 6-hexanediol dibenzoate, a potential green plasticizer, by Rhodococcus rhodochrous
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Metabolites from the biodegradation of a potential plasticizer 1, 6-hexanediol dibenzoate in the presence of n-hexadecane as a co-substrate by the common soil organism Rhodococcus rhodochrous were identified using GC/MS and Fourier transform mass spectros
- Pour, Azadeh Kermanshahi,Mamer, Orval A.,Cooper, David G.,Maric, Milan,Nicell, Jim A.
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- Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents
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Trimethylsilyl esters, AcOTMS, BzOTMS, TCAOTMS, etc., are inexpensive and chemically stable reagents that pose a negligible environmental hazard. Such compounds prove to serve as efficient dualpurpose reagents to respectively achieve acylation and trimethylsilylation of alcohols under acidic or basic conditions. Herein, a detailed study on protection of various substrates and new methodological investigations is described.
- Chen, Jyun-Siao,Huang, Po-Hsun,Hsieh, Ya-Chi,Liu, Jen-Wei,Hsu, Hsiao-Lin,Zhang, Kai-Min,Wu, Ren-Tsung,Chang, Ting-Shuo,Liu, Yu-Hao,Wu, Hsin-Ru,Luo, Shun-Yuan
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p. 754 - 762
(2021/12/02)
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- LiHMDS: Facile, highly efficient and metal-free transesterification under solvent-free condition
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Transesterification is one of the important organic reactions employed in numerous industrial as well as laboratory applications for the synthesis of various esters. Herein, we report a rapid, highly efficient, and transition metal-free transesterification reaction in the presence of LiHMDS under solvent-free conditions. The transesterification reaction was carried out with three different benzoate esters and a wide range of primary and secondary alcohols (from C3-C18) in good to excellent yields (45 examples). By considering the commercial role of esters, this method will be promising for the facile synthesis of esters in industry-relevant applications.
- Gore, Kiran R.,Mittapelli, Lavanya L.
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- Preparation method of benzoic acid high-carbon alcohol ester
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The invention provides a preparation method of a benzoic acid higher alcohol ester. According to the preparation method, the benzoic acid higher alcohol ester is prepared by reaction of a benzoic acidcompound and a high carbon alcohol under the action of a sulfonic acid modified heterogeneous catalyst. The method has the beneficial effects that the production cost is low, the production process is safe, the post-treatment is simple, a large amount of industrial wastewater is avoided, and the method is more suitable for industrial production.
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Paragraph 0105-0107
(2020/03/09)
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- Construction of Esters through Sulfuryl Fluoride (SO 2 F 2) Mediated Dehydrative Coupling of Carboxylic Acids with Alcohols at Room Temperature
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A facile method for the construction of esters through dehydrative coupling of carboxylic acids with alcohols is developed. The reactions are mediated by sulfuryl fluoride (SO 2 F 2) at room temperature and proceed with high efficiency. The method has several advantages including broad substrate scope, mild conditions, excellent functional group compatibility and affords high yields, even on gram scale.
- Qin, Hua-Li,S Alharbi, Njud,Wang, Shi-Meng
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p. 3901 - 3907
(2019/10/11)
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- Samarium(II) dibromide-promoted selective deprotection of a benzoyl protective group
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The selective deprotection of a benzoyl group was very important methodology in the field of organic synthesis. Various methods for debenzoylation were investigated and developed in the past six decades, but more useful and selective strategies are now being strongly desired. In response to this strong demand, we developed the novel and selective deprotection of a benzoyl group by use of samarium(II) dibromide and a proton source. This deprotective reaction proceeded smoothly and the desired compound was obtained in good to excellent yields. In this paper, we will report the details of this deprotective reaction.
- Yokoyama, Yasuo,Oyamada, Shun,Suzuki, Junya,Maruyama, Shou,Sakusabe, Takahiro,Suzuki, Shoko
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supporting information
p. 1025 - 1032
(2018/03/23)
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- Diacyl Disulfide: A Reagent for Chemoselective Acylation of Phenols Enabled by 4-(N,N-Dimethylamino)pyridine Catalysis
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A general and excellent acylation reagent, diacyl disulfide, was uncovered for efficient ester formation enabled by DMAP (4-(N,N-dimethylamino)pyridine) catalysis. This protocol offered a promising synthetic platform on site-selective acylation of phenolic and primary aliphatic hydroxyl groups, which greatly expanded the realm of protecting group chemistry. The importance of the reagent was also reflected by its excellent moisture tolerance, high efficiency, and potential in synthetic chemistry and biologically meaningful natural product modification.
- Liu, Hong-Xin,Dang, Ya-Qian,Yuan, Yun-Fei,Xu, Zhi-Fang,Qiu, Sheng-Xiang,Tan, Hai-Bo
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supporting information
p. 5584 - 5587
(2016/11/17)
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- A novel nickel-catalyzed synthesis of thioesters, esters and amides from aryl iodides in the presence of chromium hexacarbonyl
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This study describes our findings on a novel and cheap NiCl2 catalytic system under ligand-free conditions for the efficient thiocarbonylation, alkoxycarbonylation and amidocarbonylation reactions of aryl iodides in the presence of Cr(CO)6 as the solid source of carbon monoxide under air. A variety of aryl iodides tolerated the reaction conditions and structurally different thiols, alcohols and amines were used efficiently. The corresponding thioesters, esters and amides were obtained in good to excellent yield at atmospheric pressure under mild reaction conditions.
- Iranpoor, Nasser,Firouzabadi, Habib,Etemadi-Davan, Elham,Nematollahi, Arash,Firouzi, Hamid Reza
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p. 6445 - 6452
(2015/08/11)
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- Facile oxidation of aldehydes to esters using S·SnO 2/SBA-1-H2O2
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A highly efficient, mild, and simple procedure has been described for the oxidation of aldehydes to corresponding esters in alcohols with S·SnO2/SBA-1 as catalyst and H2O2 as the oxidant, and the catalytic systems can be used in the preparation of a broad range of esters. Oxidation of aldehydes to corresponding esters utilizing H 2O2 as the oxidant without any metal catalyst is also reported.
- Qian, Guang,Zhao, Rui,Ji, Dong,Lu, Gaomeng,Qi, Yanxing,Suo, Jishuan
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p. 834 - 835
(2007/10/03)
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- Arenediazonium salts: New probes of the interfacial compositions of association colloids. 1. Basic approach, methods, and illustrative applications
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Product yields from the reactions of two different arenediazonium salts, z-ArN2+BF4-, bound to cetyltri-methylammonium halide ((CTA)X; X = Cl, Br) micelles and to aqueous three-component (CTA)X microemulsions containing an alcohol (R'′OH), either 1-butanol (BuOH) or 1 -hexanol (HexOH), are "snapshots" of the relative quantities of halide ion, water, and alcohol nucleophiles at the aggregates' interfaces. Yields of aryl ether, aryl halide, and phenol products measured simultaneously by HPLC are consistent with high concentrations of these nucleophiles in the immediate vicinity of the aggregates' interfaces. The interfacial concentration of each nucleophile is estimated from the yield of its respective product over wide ranges of (CTA)X and ROH concentrations by assuming that the selectivities of the long-chain (hexadecyl), water-insoluble, aggregate-bound arenediazonium ions, 16-ArN2+, toward anionic or neutral nucleophiles compared to water are the same as the selectivities of the short-chain (methyl), water-soluble analogues, 1-ArN2+, toward the same nucleophiles in aqueous solutions. The suitability of dediazoniation reactions as interfacial probes and the basic assumptions used in our approach are described. The observed rate constants for dediazoniation of the arenediazonium salts are almost completely independent of the salt, (CTA)X, and R′OH concentrations, consistent with rate-determining loss of N2 to give an aryl cation which reacts at diffusion-controlled rates with available nucleophiles. Salt-induced spectral shifts indicate formation of ion pairs in the ground state, and all our data are consistent with a heterolytic dediazoniation mechanism in which product distributions are determined by the equilibrium distribution of the ensemble of ground-state arenediazonium cation-anion and arenediazonium cation-molecule intimate pairs. Comparisons with previous results and potential applications are briefly discussed. The companion paper shows that ether product yields can also be used to estimate R′OH binding constants over a wide range of alcohol and surfactant concentrations.
- Chaudhuri, Arabinda,Loughlin, John A.,Romsted, Laurence S.,Yao, Jihu
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p. 8351 - 8361
(2007/10/02)
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