PROCESS FOR PREPARING AZOMETHINES FROM ALPHA-OXOCARBOXYLATES, AMINES AND ARYL BROMIDES

A process for preparing azomethines of the general formula (V) where R is an optionally substituted carbocyclic aromatic radical having 6 to 24 carbon atoms or an optionally substituted alkyl radical or an optionally substituted heteroaromatic radical having 5 to 24 carbon atoms, and R 1 is an optio...

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Hauptverfasser: COTTE, Alain, GOOßEN, Lukas, SONG, Bingrui, GOTTA, Matthias, RUDOLPHI, Felix
Format: Patent
Sprache:eng ; fre ; ger
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Zusammenfassung:A process for preparing azomethines of the general formula (V) where R is an optionally substituted carbocyclic aromatic radical having 6 to 24 carbon atoms or an optionally substituted alkyl radical or an optionally substituted heteroaromatic radical having 5 to 24 carbon atoms, and R 1 is an optionally substituted carbocyclic aromatic radical having 6 to 24 carbon atoms or an optionally substituted heteroaromatic radical having 5 to 24 carbon atoms, R 2 is hydrogen or an optionally substituted carbocyclic aromatic radical having 6 to 24 carbon atoms or an optionally substituted alkyl radical or an optionally substituted cycloalkyl radical or an optionally substituted heteroaromatic radical having 5 to 24 carbon atoms by reacting alpha-oxo carboxylates of the general formula (I) where n is a number in the range from 1 to 6, M (n+) is a cation, with aryl bromides of the general formula (IV) €ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒ R 1 -Br€ƒ€ƒ€ƒ€ƒ€ƒ(IV) and amines of the general formula (II) €ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒ R 2 -NH 2 €ƒ€ƒ€ƒ€ƒ€ƒ(II) via the alpha-iminocarboxylate intermediate of the general formula (III), in the presence of two transition metals or compounds thereof as catalyst, is described.