1796-59-4Relevant academic research and scientific papers
Copper-Catalyzed Highly Stereoselective Trifluoromethylation and Difluoroalkylation of Secondary Propargyl Sulfonates
Gao, Xing,Xiao, Yu-Lan,Wan, Xiaolong,Zhang, Xingang
, p. 3187 - 3191 (2018)
It is challenging to stereoselectively introduce a trifluoromethyl group (CF3) into organic molecules. To date, only limited strategies involving direct asymmetric trifluoromethylation have been reported. Herein, we describe a new strategy for direct asymmetric trifluoromethylation through the copper-catalyzed stereospecific trifluoromethylation of optically active secondary propargyl sulfonates. The reaction enables propargylic trifluoromethylation with high regioselectivity and stereoselectivity. The reaction could also be extended to stereospecific propargylic difluoroalkylation. Transformations of the resulting enantiomerically enriched fluoroalkylated alkynes led to a variety of chiral fluoroalkylated compounds, thus providing a useful protocol for applications in the synthesis of fluorinated complexes.
One-pot carbonyl reduction and carbonate formation using sodium borohydride in dialkyl carbonate solvents
Osumah, Abdulakeem,Magolan, Jakob,Waynant, Kristopher V.
supporting information, (2019/10/14)
Preparation of mixed carbonates proceeded in one step from ketones and aldehydes via treatment with NaBH4 in dimethyl or diethyl carbonate solvent at elevated temperatures. This is an efficient and convenient alternative to the traditional two-step sequence of carbonyl reduction to alcohol and subsequent carbonate formation by treatment with an alkyl chloroformate. 25 examples are presented from 49 to 92% yield, highlighting the versatility of this reaction.
An easy base-assisted synthesis of unsymmetrical carbonates from alcohols with dimethyl carbonate
Kumar, Subodh,Jain, Suman L.
, p. 791 - 795 (2014/05/20)
A simple and convenient base-mediated synthesis of asymmetrical carbonates from alcohols with dimethyl carbonate is described. The reaction is remarkably influenced by the strength of the base employed and potassium t-butoxide was found to be best promote
Non-symmetrical dialkyl carbonate synthesis promoted by 1-(3-trimethoxysilylpropyl)-3-methylimidazolium chloride
Kumar, Subodh,Jain, Suman L.
supporting information, p. 3057 - 3061 (2013/10/01)
An efficient synthesis of non-symmetrical dialkyl carbonates promoted by 1-(3-trimethoxysilylpropyl)-3-methylimidazolium chloride ionic liquid as a reaction medium is described. The ionic liquid can easily be recovered and reused several times without sig
Synthesis of dialkyl carbonates from CO2 and alcohols via electrogenerated N-heterocyclic carbenes
Wu, La-Xia,Wang, Huan,Xiao, Yan,Tu, Zhuo-Ying,Ding, Bin-Bin,Lu, Jia-Xing
, p. 116 - 118 (2013/01/15)
Here we describe the utilization of NHC-CO2 which transfers CO2 to alcohols for the synthesis of dialkyl carbonates under mild conditions with high conversion and excellent selectivity. In addition NHC-CO2 formation was supported by electrochemical analysis. This study provides a new procedure for the synthesis of dialkyl carbonates of chemical and pharmaceutical interest, as well as expands the applications of NHCs in CO2 fixation.
Electrochemical carboxylation of benzylic carbonates: Alternative method for efficient synthesis of arylacetic acids
Ohkoshi, Masashi,Michinishi, Jun-Ya,Hara, Shoji,Senboku, Hisanori
experimental part, p. 7732 - 7737 (2010/10/21)
Electrochemical carboxylation of benzylic carbonates was successfully performed as an alternative method for the synthesis of phenylacetic acids by using a one-compartment cell equipped with a Pt plate cathode and an Mg rod anode in CH3CN to afford the corresponding phenylacetic acids in good yields.
A safe and mild synthesis of organic carbonates from alkyl halides and tetrabutylammonium alkyl carbonates
Verdecchia, Mirella,Feroci, Marta,Palombi, Laura,Rossi, Leucio
, p. 8287 - 8289 (2007/10/03)
A safe and mild procedure for the synthesis of mixed organic carbonates is described. Reaction of commercially available tetrabutylammonium methoxide and ethoxide with carbon dioxide yields the corresponding methyl and ethyl tetrabutylammonium carbonates (TBAMC and TBAEC). The reactions of these new compounds with several different alkyl halides give methyl and ethyl carbonates in high yields. The use of classic toxic and harmful chemicals such as phosgene and carbon monoxide is avoided.
