Synthesis of 4-dialkylaminopyridine derivatives through ring-rearrangement of 3-nitro-2H-pyran-2-one acetamidines
Articolo
Data di Pubblicazione:
2007
Citazione:
Synthesis of 4-dialkylaminopyridine derivatives through ring-rearrangement of 3-nitro-2H-pyran-2-one acetamidines / V. Bertacche, A. Contini, E. Erba, D. Nava, P. Trimarco. - In: TETRAHEDRON. - ISSN 0040-4020. - 63:39(2007), pp. 9652-9662. [10.1016/j.tet.2007.07.022]
Abstract:
A new synthesis of substituted 4-dialkylaminopyridines was developed, starting from 3-nitropyran-2-one N-functionalized
amidines. Secondary amines were reacted with the amidines in a sealed tube and in ethanol as the solvent yielding exclusively 4-dialkylaminopyridine
derivatives or a mixture with 4-methylpyridine derivative, depending on the C-a-linked substituents of the starting amidine.
Structural elucidation of the 4-dialkylaminopyridines revealed their existence as two tautomeric forms, depending on the solvent
amidines. Secondary amines were reacted with the amidines in a sealed tube and in ethanol as the solvent yielding exclusively 4-dialkylaminopyridine
derivatives or a mixture with 4-methylpyridine derivative, depending on the C-a-linked substituents of the starting amidine.
Structural elucidation of the 4-dialkylaminopyridines revealed their existence as two tautomeric forms, depending on the solvent
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
3-Nitro-2H-pyran-2-one amidines ; 4-Dialkylamino-a-nitromethylpyridines ;
Tautomerism ; Thermal rearrangement
Elenco autori:
V. Bertacche, A. Contini, E. Erba, D. Nava, P. Trimarco
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