A mild method for the aminolysis of carboxylic acid chlorides to give amides is disclosed. Reactions are carried out in the presence of silver acetate in non-aqueous environments under heterogeneous phase conditions. Amides are easily recovered in very good to excellent yields and without racemization. The approach is successful in forming peptide bonds starting from N-(4-nitrobenzenesulfonyl)-amino acid chlorides and allows the formation of dipeptides also when N-methylated amino acid derivatives are used.

Silver acetate-assisted formation of amides from acyl chlorides

LEGGIO, Antonella;DI GIOIA, Maria Luisa;SICILIANO, Carlo;
2015-01-01

Abstract

A mild method for the aminolysis of carboxylic acid chlorides to give amides is disclosed. Reactions are carried out in the presence of silver acetate in non-aqueous environments under heterogeneous phase conditions. Amides are easily recovered in very good to excellent yields and without racemization. The approach is successful in forming peptide bonds starting from N-(4-nitrobenzenesulfonyl)-amino acid chlorides and allows the formation of dipeptides also when N-methylated amino acid derivatives are used.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11770/138170
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