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Synthesis 2007(24): 3868-3876
DOI: 10.1055/s-2007-990896
DOI: 10.1055/s-2007-990896
PAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of Nitro N,N′-Dipyridinylamines via Oxidative Nucleophilic Substitution of Hydrogen
Further Information
Publication History
Received
18 April 2007
Publication Date:
15 November 2007 (online)


Abstract
The amination of 3-nitropyridines with aromatic amides generated from various aminopyridine derivatives proceeded unexpectedly in the position para to the nitro group, giving the oxidative nucleophilic substitution of hydrogen (ONSH) derived compounds. After optimization, this reaction allowed easy access to interesting 3-nitro-substituted N,N′-dipyridinylamines.
Key words
heterocycles - pyridines - amination - nucleophilic aromatic substitution - palladium