A. Deberly, D. Abenhaim, J. Bourdais
Dec 1, 1975
Citations
0
Influential Citations
5
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
Le methyl-1 ethoxy-2 indole carboxylate-3 d'ethyle se compurte comme un agent alcoylant vis a vis de nucleophiles comme la piperidine ou la methyl-2 piperidine. Cette reaction est tres sensible aux effets steriques comme le montre les vitesses d'ethylation differentes de ces deux amines. On observe aussi – avec la piperidine – une reaction d'amidification de la function ester mais le groupe ethoxy-2 est attaque preferentiellement. Ethyl 1-methyl 2-ethoxy 3-indole carboxylate behaves as an alkylating reagent with nucleophiles such as piperidine and 2-methylpiperidine. The reaction is very sensitive to steric effects, as demonstrated by the difference in rates of ethylation of these two amines. Amidification of the ester function is also observed with piperidine, but the 2-ethoxy group is attacked predominantly.