- Solvent-free synthesis of symmetric methylene diestersviadirect reaction of aromatic carboxylates with 1,n-dihaloalkanes
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An efficient methodology for the synthesis of symmetrical methylene diesters was developed through direct reaction of various aromatic carboxylates with 1,n-dihaloalkanes under solvent-free conditions. This strategy offers a high product yield, facile work-up and purification, and an environmentally friendly approach to obtain long-chain methylene carboxylate scaffolds with increased diversity.
- Bai, Lin,Ding, Shenglong,Ma, Xiaofang
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p. 28711 - 28715
(2021/09/22)
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- Dichloromethane as a methylene synthon for regioselective linkage of diverse carboxylic acids: Direct access to methylene diesters under metal-free conditions
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A metal-free cross coupling between common CH2Cl2 and carboxylic acids has been achieved with K2CO3 as the sole additive. This simple protocol is a convenient and cost-effective route to synthesize methylene die
- Wang, Shuiliang,Fu, Zhengjiang,Huang, Zhicong,Jiang, Yongqing,Guo, Shengmei,Cai, Hu
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supporting information
p. 1173 - 1177
(2019/05/07)
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- Microwave-assisted, facile, rapid and solvent-free one pot two-component synthesis of some special acylals
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A facile, rapid and solvent-free method for the conversion of acids and dihalomethane to the corresponding methylene diesters (acylals) using microwave as activators or assistor, is reported. This method is particularly powerful for the diesterification o
- Ma, Yu-Heng,Wu, Gang,Jiang, Nan,Ge, Shu-Wang,Zhou, Qian,Sun, Bai-Wang
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- Synthesis of esters from aldehydes or carboxylic acids with dichloromethane, dichloroethane or dichloropropane under mild conditions
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Dichloromethane (DCM) as a C1 source has been discovered: methylene diesters from DCM and carboxylic acids or aldehydes with TBHP in water were efficiently synthesized. The reactions proceed under mild conditions and afford both aliphatic and aromatic met
- Lin, Feng,Feng, Qiang,Cui, Xiuling,Song, Qiuling
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p. 20246 - 20253
(2013/11/06)
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- DBU-CH3I, a potential substitute for CH2N2 in the preparation of methyl esters and methyl aryl ethers: Studies with assorted acids
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DBU-CH3I has been poised to be a substitute for diazomethane in the preparation of methyl esters from carboxylic acids. The reactions can be carried out in commercial untreated acetone and acetonitrile, which have been exemplified with several methyl esters, otherwise it is difficult to prepare. Bis-esterification using diiodomethane can also be achieved in a similar fashion. Sufficiently acidic phenols are also conveniently O-methylated by the method. Copyright Taylor & Francis Group, LLC.
- Mal, Dipakranjan,Jana, Amit,Ray, Sutapa,Bhattacharya, Sourav,Patra, Asit,De, Saroj R.
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experimental part
p. 3937 - 3946
(2009/04/11)
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- Electron transfer in the cathodic reduction of α-dicarbonyl compounds
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Electron transfer processes take place during the cathodic reduction, under an argon atmosphere, of different α-dicarbonyl substrates. Carboxylic acids or methylene diesters are obtained from benzil or furil after electron transfer to the oxygen in the air, during the workup, or after electron transfer to the solvent. Involving an electron transfer to dichloromethane, 2-hydroxy-2-hydroxymethyl-2H-acenaphtylen-1-one or benzo[1,3]dioxin-8-one are formed when acenaphthenequinone or 1,2-cyclohexanedione are, respectively, reduced.
- Batanero, Belén,Barba, Fructuoso
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p. 1834 - 1838
(2008/09/18)
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- Attempting to grade phase transfer catalysts
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Electrical potential oscillations across liquid-liquid interfaces in phase transfer catalytic systems were studied. The possibility of using the amplitudes of these oscillations as a criterion for grading the catalysts in order of their efficacies for a r
- Srivastava,Sahney,Upadhyay,Gupta
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p. 308 - 312
(2007/10/03)
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- The chemistry of acylals. Part I. The reactivity of acylals towards Grignard and organolithium reagents
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Aldehyde acylals have been prepared and reacted with Grignard and alkyllithium reagents. Acylals from formaldehyde furnished complex reaction mixtures when reacted with both reagents. Acylals of other aldehydes gave reaction mixtures that consisted mainly of an ester, generated by replacing one of the carboxy groups with the organic part of the organometallic reagent, and regenerated aldehyde. The esters were formed in the highest yields. Yields above 90% were experienced when the acylals were reacted with Grignard reagents under Barbier conditions.
- Sydnes, Leiv K.,Sandberg, Marcel
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p. 12679 - 12690
(2007/10/03)
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- Efficient method for synthesis of methylene diesters using polyethylene glycol as a phase transfer catalyst
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Methylene diesters were synthesized in high yields at room temperature by reacting the potassium salt of a carboxylic acid with dibromo methane under the conditions of solid-liquid phase transfer catalysis using poly (ethylene glycol)-600 (PEG-600) as the
- Kavitake, Bhanudas P.,Salunkhe, Manikrao M.,Wadgaonkar, Prakash P.
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p. 1703 - 1710
(2007/10/03)
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- O-Fluoromethyl Carboxylates and O-Fluoromethyl Carbamates
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The fluoride catalyzed reaction between acyl fluorides and monomeric formaldehyde affords fluoromethyl carboxylates in acceptable yields. - Fluoromethyl fluoroformate, readily accessible from the corresponding dichloro compound, condenses with amines to give fluoromethyl carbamates.
- Schlosser, Manfred,Limat, Dominique
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p. 5807 - 5812
(2007/10/02)
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- Dipole-Dipole Interactions between the Terminal Groups of l,n-Diarenecarboxy Alkanes, n=1, 2, ..., 6
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The mutual interaction between the end groups of bichromophoric molecules is studied using absorption and fluorescence techniques (steady-state and time-resolved).With three series of di-1,n-arenecarboxyalkanes (arene = benzene, naphthalene and anthracene; n = 1,2,3,5 and 6) and a series of 1-pyrenecarboxy, n-(N-methyl, N-phenylamino) alkanes (n = 2,3,4,5,6 and 9), it is found that model compounds such as the methyl, ethyl and hexyl esters of benzene, naphthalene, anthracene and pyrene differ from the bichromophoric compounds in their absorption and emission spectra, molar absorption coefficients and radiative rate constants.These differences decrease with the mean value of the sixth power of the end-to-end distance, being attributed to dipole-dipole interactions between the end groups.The terminal group induces mixing of the lowest excited singlet state with higher energy states and increases the local polarizability of the medium.Two methods for evaluating the unquenched fluorescence lifetimes of bichromophoric compounds are discussed.
- Macanita, Antonio L.,Magalhaes, Jorge,Dias, Antonio,Teles, Henrique,Iglesias, Emilia
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p. 4011 - 4016
(2007/10/02)
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