ELECTROCHEMICAL CARBONYLATION OF 2,2-DIBROMO-1-CARBOMETHOXY-1-METHYLCYCLOPROPANE

Citation
Vv. Yanilkin et al., ELECTROCHEMICAL CARBONYLATION OF 2,2-DIBROMO-1-CARBOMETHOXY-1-METHYLCYCLOPROPANE, Russian chemical bulletin, 45(3), 1996, pp. 620-622
Citations number
9
Categorie Soggetti
Chemistry
Journal title
ISSN journal
10665285
Volume
45
Issue
3
Year of publication
1996
Pages
620 - 622
Database
ISI
SICI code
1066-5285(1996)45:3<620:ECO2>2.0.ZU;2-C
Abstract
Direct and indirect electrochemical reductive carbonylation of 2,2-dib romo-1-carbomethoxy-1-methylcyclopropane involving Ni-II ions and CO w as studied in an MeCN-benzene (3:1) mixture in the presence of n-PrOH and Et(2)NH. 2-Bromo-1-carbmethoxy-1-methylcyclopropane with cis-confi guration of substituents is formed upon direct carbonylation in the ca se of n-propanol, while ester or amide of 1-carbomethoxy-1-methylcyclo propanecartboxylic acid are obtained in the other cases. in the presen ce of amine, the direct electrochemical carbonylation occur; under mil der conditions and results in a different ratio of stereoisomeric prod ucts.