18734-79-7Relevant academic research and scientific papers
Efficient electrochemical dicarboxylations of arylacetylenes with carbon dioxide using nickel as the cathode
Yuan, Gao-Qing,Jiang, Huan-Feng,Lin, Chang
, p. 5866 - 5872 (2008)
The electrochemical dicarboxylation of arylacetylenes with carbon dioxide could be smoothly achieved in an undivided cell using Ni as the cathode and Al as the anode with n-Bu4NBr-DMF as the supporting electrolyte, at a constant current under CO2 pressure of 3 MPa and room temperature in the absence of additional catalysts. The corresponding aryl-maleic anhydrides and 2-arylsuccinic acids were afforded in excellent total yields (82-94%). Under anhydrous conditions, an unsaturated aryl-maleic anhydride as the main product was obtained, while the presence of H2O would lead to the formation of saturated 2-arylsuccinic acids. The results of cyclic voltammetric experiments show that a nickel cathode itself plays the catalytic role in the reduction reaction of arylacetylenes with CO2.
Nickel-catalyzed reductive electrocarboxylation of disubstituted alkynes
Dunach, Elisabet,Derien, Sylvie,Perichon, Jacques
, p. C33 - C36 (1989)
Electrochemically reduced (Ni(bpy)3(BF4)2 catalyzes the reaction of carbon dioxide with disubstituted alkynes to yield mono-and di-carboxylated derivatives.The reaction is performed under mild conditions in an undivided cell fitted with a sacrificial magnesium anode.
Diastereo- And Enantioselective Synthesis of Structurally Diverse Succinate, Butyrolactone, and Trifluoromethyl Derivatives by Iridium-Catalyzed Hydrogenation of Tetrasubstituted Olefins
Kerdphon, Sutthichat,Ponra, Sudipta,Yang, Jianping,Wu, Haibo,Eriksson, Lars,Andersson, Pher G.
, p. 6169 - 6176 (2019/07/03)
A highly efficient iridium N,P-ligand-catalyzed asymmetric hydrogenation of functionalized tetrasubstituted olefins lacking a directing group has been developed. Various structural diverse chiral succinate derivatives were obtained in high yields and exce
Synthesis of α-alkylated γ-butyrolactones with concomitant anhydride kinetic resolution using a sulfamide-based catalyst
Claveau, Romain,Twamley, Brendan,Connon, Stephen J.
, p. 7574 - 7578 (2018/11/02)
The Kinetic Resolution (KR) of α-alkylated enolisable disubstituted anhydrides has been shown to be possible for the first time. In the presence of an ad hoc designed novel class of bifunctional sulfamide organocatalyst, a regio-, diastereo- and enantioselective cycloaddition reaction between the enolisable anhydride and benzaldehydes provides densely functionalised γ-butyrolactones in one pot (up to 19:1 dr, 94% ee) with control over three contiguous stereocentres. The concomitant resolution of the starting material anhydride, provides access to a range of chiral succinate derivatives with selectivity factors up to S? = 10.5.
Palladium-catalyzed allylic alkylation of doubly deprotonated carboxylic acids
Braun, Manfred,Meletis, Panos,Visse, Robin
scheme or table, p. 3380 - 3384 (2012/02/02)
Doubly deprotonated carboxylic acids undergo smooth palladium-catalyzed carbon alkylations with the allylic substrates methyl allyl carbonate and (E)-methyl (pent-3-en-2-yl) carbonate to give γ,δ-unsaturated carboxylic acids. A diastereoselective and enantioselective protocol leads to (2S,3R)-hexenoic acid in 87% ee. Copyright
Efficient electrochemical dicarboxylation of phenyl-substituted alkenes: Synthesis of 1-phenylalkane-1,2-dicarboxylic acids
Senboku,Komatsu,Fujimura,Tokuda
, p. 418 - 420 (2007/10/03)
Electrochemical dicarboxylation of phenyl-substituted alkenes in the presence of atmospheric pressure of carbon dioxide with a platinum plate cathode and a magnesium rod anode readily took place efficiently in a DMF solution containing 0.1 M Et4NClO4 to give the corresponding 1,2-dicarboxylic acids in high yields.
