Tetrahedron

Electrochemical cyclodimerization of alkylidenemalonates

MN Elinson, SK Feducovich, AA Zakharenkov, BI Ugrak…

Index: Elinson, Michail N.; Feducovich, Sergey K.; Zakharenkov, Alexandre A.; Ugrak, Bogdan I.; Nikishin, Gennady I.; et al. Tetrahedron, 1995 , vol. 51, # 17 p. 5035 - 5046

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Citation Number: 16

Abstract

Electrolysis of dimethyl alkylidenemalonates RCH= C (COOMe) 2 (R= n− Alk, Ph) in an undivided cell in MeOH in the presence of alkali metal halide as mediator, leads to the formation of cyclic dimers, ie, 3, 4-disubstituted 1, 1, 2, 2-cyclobutanetetracarboxylates. The reaction proceeds via the reductive coupling of two substrate molecules at cathode and the cyclization of a hydrodimer dianion by its interaction with an active form of a mediator, an ...

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