A new synthesis of 2-pyridineacetamides was developed starting from pyran-2-one N-functionalized amidines 4. Secondary amines reacted in a sealed tube with amidines 4 and, by nucleophilic attack on pyran-2-one nucleus and thermal rearrangement, afforded exclusively the 2-pyridineacetamide derivatives 6 or a mixture of amide compounds 6 and 7 depending on the substituents linked to C-α of the starting amidine 4.

An effective contribution to functionalized pyridines synthesis by way of an unusual rearrangement of amidines / E.M. Beccalli, A. Contini, P. Trimarco. - In: TETRAHEDRON. - ISSN 0040-4020. - 58:6(2002), pp. 1213-1221.

An effective contribution to functionalized pyridines synthesis by way of an unusual rearrangement of amidines

E.M. Beccalli
Primo
;
A. Contini
Secondo
;
P. Trimarco
Ultimo
2002

Abstract

A new synthesis of 2-pyridineacetamides was developed starting from pyran-2-one N-functionalized amidines 4. Secondary amines reacted in a sealed tube with amidines 4 and, by nucleophilic attack on pyran-2-one nucleus and thermal rearrangement, afforded exclusively the 2-pyridineacetamide derivatives 6 or a mixture of amide compounds 6 and 7 depending on the substituents linked to C-α of the starting amidine 4.
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/156630
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