Title

Electrochemical cyclodimerization of alkylidenemalonates

Document Type

Article

Language

eng

Publication Date

4-1995

Publisher

Elsevier

Source Publication

Tetrahedron

Source ISSN

0040-4020

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, i.e., 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 anode-generated halogen.

Comments

Tetrahedron, Vol. 51, No. 17 (April 24, 1995): 5035-5046. DOI.

Sergey V. Lindeman was affiliated with A.N. Nesmeyanov Institute of Organoelement Compounds, The Russian Academy of Sciences, Moscow, Russia at the time of publication.

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