Synthesen von Aminomethylen-γ-halogenacetessigsäurederivaten und deren Ringschlußreaktionen zu 3-Hydroxypyrrolen, Pyrido1,2-apyrimidonen bzw. 4-Chinolonen β,β-Diacyl-enamine und-enole, 5. Mitt.

摘要

Condensation of alkyl γ-haloacetoacetates (or γ-chloroacetoacetanilide) with triethoxymethane and primary (hetero)aromatic amines gives in a one step synthesis under mild conditions new β,β-diacyl-enamines (2 a-m, 3 a-d). In contrast, the N-alkylsubstituted derivatives could be synthesized only in a two step procedureviathe enolethers6 a, b. According to their ir-specra, most of the aminomethylene-γ-haloacetoacetic acid derivatives are stereochemically fixed either in theE- orZ-form. The pmr-spectra, however, show that they exist as mixtures of at least two isomers in solu