51534-92-0Relevant articles and documents
Electrochemically induced oxidative rearrangement of alkylidenemalonates
Elinson, Michail N.,Feducovich, Sergey K.,Nikishin, Gennady I.
, p. 14529 - 14540 (2007/10/03)
Alkylidenemalonates capable of double bond migration being electrolyzed in methanol or ethanol in the presence of alkali metal halides in an undivided cell equipped with Fe cathode are transformed into 2-alkyl-3,3- dimethoxyalkane-1,2-dicarboxylates in 70-90% yield via electrochemically induced oxidative rearrangement. Acidification of the reaction mixture after the electrolysis leads to the formation of 2-alkyl-3-oxoalkane-1,1- dicarboxylates. In the case of isobutylidenemalonate, the electrolysis intermediate dimethyl 3,3-dimethyl-2-methoxy-cyclopropane-1,1-dicarboxylate was isolated in 70% yield.
Electrochemical cyclodimerization of alkylidenemalonates into 3,4-disubstituted cyclobutane-1,1,2,2-tetracarboxylates
Nikishin, Gennady I.,Elinson, Michail N.,Feducovich, Sergey K.,Ugrak, Bogdan I.,Struchkov, Yuri T.,Lindeman, Sergey V.
, p. 3223 - 3226 (2007/10/02)
Alkylidenemalonates being electrolyzed in methanol in undivided cell with glassy carbon, carbon or lead cathode in the presence of sodium iodide or sodium bromide are transformed into 3,4-disubstituted cyclobutane-1,1,2,2-tetracarboxylates.
