Preparation and novel cycloaddition reactions of 7-dimethylamino-1H-azepin-3(2H)-one
Abstract
A convenient preparation of the functionalised azepinone 3 is reported: this compound reacts with acid to give a stable mixture of O- and C-protonated materials, it gives the substitution product 4 on reaction with methoxymethylene Meldrum's acid 5, and on treatment with propiolic ester gives a 1,3,4-trisubstituted pyrrole 6 by a novel cycloaddition-condensation sequence.