139746-18-2Relevant academic research and scientific papers
Aryl halides as precursors of electrogenerated bases. Utilization in coupling reactions of acetonitrile with various electrophilic compounds
Barhdadi, Rachid,Gal, Jacques,Heintz, Monique,Troupel, Michel,Perichon, Jacques
, p. 5091 - 5098 (1993)
An electrochemical alternative to classical cyanomethylation is possible by using electrogenerated bases (EGBs), obtained by electroreduction of aryl halides in an undivided cell fitted with a cadmium coated cathode and a sacrificial magnesium anode. Acetonitrile is used both as solvent and as hydrogen-active compound. A coupling reaction with various electrophilic compounds was carried out. When the electrophilic compound was present from the beginning of the electrolysis, the expected coupling product with the cyanomethyl anion was obtained. If the electrophilic compound was added only after complete electrolysis of the aryl halide, dimerization of the cyanomethyl anion and a coupling reaction between the dimer anion and the electrophilic compound were observed.
Aryl Halides as Convenient Precursors of Electrogenerated Bases. Efficient Syntheses of β-Oxo Nitriles or Esters by Coupling Active-hydrogen Groups with Esters
Barhdadi, Rachid,Gal, Jacques,Heintz, Monique,Troupel, Michel
, p. 50 - 51 (2007/10/02)
In an undivided cell fitted with a sacrificial anode and a nickel cathode on which cadmium had been deposited, the electroreduction of aromatic halides affords a strong base which allows the effective synthesis of β-oxo nitriles or β-oxo esters from the coupling of active-hydrogen compounds with esters.
