Collect. Czech. Chem. Commun.
1980, 45, 906-909
https://doi.org/10.1135/cccc19800906
Nucleophilic substitution reaction of methyl 2-bromoethyl-3-(2-furyl)propenoate with amines
Vladimír Žvak, Jaroslav Kováč and Miroslav Kríž
Department of Organic Chemistry, Slovak Institute of Technology, 880 37 Bratislava
Abstract
Nucleophilic replacement of bromine in methyl 2-bromomethyl-3-(2-furyl)propenoate by amines (piperidine, morpholine, N-methylaniline, diethylamine and tert-butylamine) was studied. In all cases only products of direct substitution of bromine were obtained; this shows that a 2-furyl group in γ-position of an allylic system plays a decisive role in the change of mechanism, characteristic for keto allylic mobile systems.
