REACTION OF 1-ETHOXYISOINDOLE WITH MALEIMIDE AND ITS DERIVATIVES

摘要

We have reported1 the possibility of conducting the Diels-Alder [4+2]-cycloaddition reaction with isoindoles that exist predominantly in the isoindoline form, due to the Curtin-Hammet principle. Pursuing our research, we used 1-ethoxyisoindole as the most evident analog of 1-aminoisoindole. This compound is a typical simple isoindole existing chiefly as the isoindoline tautomer. We have studied the reactions of 1-ethoxyisoindoles with maleimide and its derivatives as active dienophiles. In addition, this paper describes the synthesis of a novel compound - tri-(2-methoxycarbonyl)benzylamine.