Electrochemical cyclization of tetramethyl esters of 2-substituted propane-1,1,3,3-tetracarboxylic acids in the presence of salts of hydrohalic acids
作者:M. N. Elinson、S. K. Fedukovich、G. I. Nikishin
DOI:10.1007/bf01184531
日期:1990.12
The chemical and electrochemical cyclization of tetramethyl esters of 2-substituted propane-1,1,3,3-tetracarboxylic acids in the presence of hydrohalic acid salt mediators were studied. It was found that the chemical variant of the cyclization of the corresponding alpha,alpha'-dianions of esters of propane-1,1,3,3-tetracarboxylic acids by the action of iodine or bromine is substantially inferior to the electrochemical variant. In the latter case, the esters of substituted cyclopropane-1,1,2,2-tetracarboxylic acids are formed in a 87-98% yield. The tetramethyl ester of 2-isopropylpropane-1,1,3,3-tetracarboxylic acid, which under the electrolysis conditions decomposes according to a Michael retroreaction is an exception.