Estudio De La Influencia De Hidroxilos Sobre El Anillo Aromático De Feniletilaminas En La Reactividad Frente A Acido Oxálico Activado Con N,N-Diciclohexilcarbodiimida.

Abstract

Recently research group "quimica macrociclica", reported the synthesis of an isoquinoline-3,4-dione in one step using a benzylamine, oxalic acid and n,n-dicyclohexylcarbodiimide (dcc), an activator of carboxylic acids widely used for amine acylation reactions in peptide synthesis. To our knowledge, this is the first example of the use of activators of carboxylic acids in electrophilic aromatic substitution reactions and opens a new door to the synthesis of benzofused rings where in is formed an aromatic carbon-carbonyl bond. The aim of this study was to explore the possible influence on course of reaction of the substituents on the aromatic ring and the nitrogen of phenylethylamines in reactivity with oxalic acid activated with n,n-dicyclohexylcarbodiimide. As a result of this work it was brought to knowledge of chemical reactivity of phenylethylamines against electrophilic compounds.