Short and Practical Synthesis of N′,N′-Disubstituted N-Aryl-1,2-Ethylene­diamines by a Decarboxylative Ring-Opening Reaction under Nucleophilic Conditions

Abstract

A straightforward and practical synthesis of N′,N′-disubstituted N-aryl-1,2-ethylenediamines, starting from anilines, via N-aryloxazolidin-2-ones is described. A decarboxylative ring-opening reaction of N-aryloxazolidin-2-ones, using aliphatic secondary amines, is the key step in this procedure. A one-pot synthesis of N-aryloxazolidin-2-ones is also described. N′,N′-Disubstituted N-aryl-1,2-ethylenediamines are a useful building block for biologically active compounds.

Key words

amines - cyclization - heterocycles - piperidines - ring opening

References

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