74185-84-5Relevant academic research and scientific papers
Ag-Catalyzed Chemoselective Decarboxylative Mono- and gem-Difluorination of Malonic Acid Derivatives
Wang, Zhen,Guo, Cong-Ying,Yang, Cheng,Chen, Jian-Ping
, p. 5617 - 5622 (2019)
Malonic acid derivatives have been successfully applied in a Ag-catalyzed decarboxylative fluorination reaction, providing an unprecedented route to either gem-difluoroalkanes or α-fluorocarboxylic acids by the judicious selection of base and solvent. This reaction features the use of readily available starting materials, tunable chemoselectivity and good functional group compatibility as well as gram-scale synthetic capability. The advantage of using malonic acid derivatives in this radical decarboxylative functionalization is further highlighted by the facile transformations of the α-fluorocarboxylic acid to valuable fluorine-containing compounds. Preliminary mechanistic studies suggest that an α-carboxylic acid radical is involved in this reaction.
Ag-Catalyzed Chemoselective Decarboxylative Mono- and gem-Difluorination of Malonic Acid Derivatives
Wang, Zhen,Guo, Cong-Ying,Yang, Cheng,Chen, Jian-Ping
supporting information, (2019/04/16)
Malonic acid derivatives have been successfully applied in a Ag-catalyzed decarboxylative fluorination reaction, providing an unprecedented route to either gem-difluoroalkanes or α-fluorocarboxylic acids by the judicious selection of base and solvent. This reaction features the use of readily available starting materials, tunable chemoselectivity and good functional group compatibility as well as gram-scale synthetic capability. The advantage of using malonic acid derivatives in this radical decarboxylative functionalization is further highlighted by the facile transformations of the α-fluorocarboxylic acid to valuable fluorine-containing compounds. Preliminary mechanistic studies suggest that an α-carboxylic acid radical is involved in this reaction.
Novel synthesis method of gem-difluoroalkane and alpha-fluorocarboxylic acid
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Paragraph 0038-0040, (2019/07/01)
The invention discloses a novel synthesis method of gem-difluoroalkane and alpha-fluorocarboxylic acid. The synthesis method comprises following steps: step one, carrying out salt forming reactions between one carboxylic acid of propane diacid derivatives
Geminal difluorination of α,α’- disubstituted styrenes using fluoro-benziodoxole reagent. Migration aptitude of the α-substituents
Ilchenko, Nadia O.,Szabó, Kálmán J.
, p. 104 - 109 (2017/09/06)
α,α’-Disubstituted styrenes undergo a difluorination-rearrangement reaction with fluoro-benzoiodoxole reagent 1. The reaction is catalyzed by Pd(MeCN)4(BF4)2 and Cu(MeCN)4PF6. We have studied the rear
Conversion of the Carbonyl Group to CF2 Using IF
Rozen, Shlomo,Zamir, Dov
, p. 4695 - 4700 (2007/10/02)
A novel method for the transformation of CO -> CF2 is described.The easily made hydrazone derivatives of the carbonyl moiety are reacted under mild conditions with IF prepared directly from the corresponding elements.Various hydrazones have been examined and compared with each other.Unsubstituted ones are usually the most suitable although they are not always easy to purify and store.N-Methyl- and N,N-dimethylhydrazones also give quite satisfactory results.The more easily made dinitrophenyl hydrazones (DNPs), semicarbazones, and tosylhydrazones also react, but the yields of the desired CF2 compounds are usually lower.Oximes could also be successfully reacted.The two main byproducts of the reaction are the parent carbonyl compounds, which can be recycled, and the α-iododifluoro derivatives.The latter upon treatment with LiAlH4 or Bu3SnH were reduced to the desired product, thus increasing the overall yields.
