ELECTROCHEMICAL CYCLODIMERIZATION OF ALKYLIDENEMALONATES

Authors
ELINSON MN FEDUCOVICH SK ZAKHARENKOV AA UGRAK BI NIKISHIN GI LINDEMAN SV STRUCHKOV JT
Citation
Mn. Elinson et al., ELECTROCHEMICAL CYCLODIMERIZATION OF ALKYLIDENEMALONATES, Tetrahedron, 51(17), 1995, pp. 5035-5046
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
17
Year of publication
1995
Pages
5035 - 5046
Database
ISI
SICI code
0040-4020(1995)51:17<5035:ECOA>2.0.ZU;2-3
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 hali de as mediator, leads to the formation of cyclic dimers, i.e., 3,4-dis ubstituted 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 act ive form of a mediator, an anode-generated halogen.