10543-56-3Relevant 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
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.
Ag-Catalyzed Chemoselective Decarboxylative Mono- and gem-Difluorination of Malonic Acid Derivatives
Wang, Zhen,Guo, Cong-Ying,Yang, Cheng,Chen, Jian-Ping
supporting information, p. 5617 - 5622 (2019/04/17)
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.
N-Butylammonium carboxylates/Tf2O: Ionic liquid based systems for the synthesis of unsymmetrical imides via a Ritter-type reaction
Khodaei, Mohammad Mehdi,Nazari, Ehsan
experimental part, p. 2881 - 2884 (2012/07/28)
We have developed a new method for the preparation of unsymmetrical imides using liquid carboxylate salts via a Ritter-type process. The reactions were carried out with nitriles and n-butylammonium carboxylates as ionic liquids in the presence of triflic anhydride (Tf2O) as the promoter. Mild reaction conditions, simplicity of the procedure, and proton-free conditions are the main advantages of this procedure.
Synthesis of 1,3,5-trisubstituted-1,2,4-triazoles by microwave-assisted N-acylation of amide derivatives and the consecutive reaction with hydrazine hydrochlorides
Lee, Jongbok,Hong, Myengchan,Jung, Yoonchul,Cho, Eun Jin,Rhee, Hakjune
experimental part, p. 2045 - 2051 (2012/04/10)
Facile and efficient procedures for the N-acylation reaction of amide derivatives with various acid anhydrides and the cyclization reaction of N-acylated amide derivatives with various hydrazine hydrochlorides were described. The reactions were carried out under microwave irradiation to give products in good yields in a few minutes. The synthesis of 1,3,5-trisubstituted- 1,2,4-triazoles from benzamides can also be accomplished in a simple one-pot sequential reaction.
Biologically Active Metabolites of Fungi, I.-Isolation, Synthesis, and Biological Activity of Coniothyriomycin as well as Bioassay of Analogous Open-Chain Imides
Krohn, Karsten,Franke, Claudia,Jones, Peter G.,Aust, Hans-Juergen,Draeger, Sigfried,Schulz, Barbara
, p. 789 - 798 (2007/10/02)
The mixed open-chain imide N-(3-chloro-4-hydroxyphenylacetyl)fumarate (1), named coniothyriomycin, was isolated as a metabolite of the fungus Coniothyrium.The natural product 1 and the analoguos imides 13-15 and 22-24 have been synthesized by base-catalyzed condensation of the imidates 12a-f with acid chlorides 6a-c or the mixed anhydride 21.The compounds 1 and 13-15 were shown to posess remarkable fungicidal and herbicidal activities in short-termed tests. Key Words: Fungal metabolites / Imides, open-chain / Fungicidal activity / Coniothriomycin
HIGH-TEMPERATURE TRANSNITRILATION OF 2-BROMOCAPROIC ACID
Polivin, Yu. N.,Vinokurov, V. A.,Makarshin, S. V.,Karakhanov, R. A.,Silin, M. A.,Ageev, E. A.
, p. 1528 - 1530 (2007/10/02)
Chromato-mass spectrometry and IR and PMR spectroscopy were used to study the high-temperature reaction of 2-bromocaproic, 2-iodocaproic, and 2-bromo-2-phenylacetic acids with acetonitrile.The formation of anomalous transnitrilation products (capronitrile and benzyl cyanide) is a consequence of the initial conversion of 2-halo-substituted caproic and phenylacetic acids to caproic and phenylacetic acids, respectively.
