3,5-Dicarbamoyl-1,4-dihydropyridines were prepared in high yields using a green protocol by reductionof the corresponding pyridinium salts in aqueous buffered sodium dithionite solutions. The pH value is a fundamental parameter for the reduction step and depends on the nature of substituent groups at positions 1, 3, and 5 of the pyridinium salts. These 3,5-dicarbamoyl dihydropyridines show a lower tendency towardsoxidation and a higher stability than N-benzyl-3-carbamoyl- 1,4-dihydropyridine at low pH values.

Efficient synthesis of 3,5-dicarbamoyl-1,4-dihydropyridines from pyridinium salts. Key molecules in understanding NAD(P)+/NAD(P)H pathways / Mellini, Paolo; De Vita, Daniela; Di Rienzo, Barbara; La Rosa, Salvatore; Padova, Alessandro; Scipione, Luigi; Tortorella, Silvano; Friggeri, Laura. - In: JOURNAL OF HETEROCYCLIC CHEMISTRY. - ISSN 0022-152X. - ELETTRONICO. - 52:1(2015), pp. 221-226. [10.1002/jhet.2031]

Efficient synthesis of 3,5-dicarbamoyl-1,4-dihydropyridines from pyridinium salts. Key molecules in understanding NAD(P)+/NAD(P)H pathways

Mellini, Paolo;De Vita, Daniela;Di Rienzo, Barbara;Scipione, Luigi;Tortorella, Silvano;Friggeri, Laura
2015

Abstract

3,5-Dicarbamoyl-1,4-dihydropyridines were prepared in high yields using a green protocol by reductionof the corresponding pyridinium salts in aqueous buffered sodium dithionite solutions. The pH value is a fundamental parameter for the reduction step and depends on the nature of substituent groups at positions 1, 3, and 5 of the pyridinium salts. These 3,5-dicarbamoyl dihydropyridines show a lower tendency towardsoxidation and a higher stability than N-benzyl-3-carbamoyl- 1,4-dihydropyridine at low pH values.
2015
NAD(P)+/NAD(P)H; dihydropyridines; pyridinium salts; sodium dithionite
01 Pubblicazione su rivista::01a Articolo in rivista
Efficient synthesis of 3,5-dicarbamoyl-1,4-dihydropyridines from pyridinium salts. Key molecules in understanding NAD(P)+/NAD(P)H pathways / Mellini, Paolo; De Vita, Daniela; Di Rienzo, Barbara; La Rosa, Salvatore; Padova, Alessandro; Scipione, Luigi; Tortorella, Silvano; Friggeri, Laura. - In: JOURNAL OF HETEROCYCLIC CHEMISTRY. - ISSN 0022-152X. - ELETTRONICO. - 52:1(2015), pp. 221-226. [10.1002/jhet.2031]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/516524
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