Published in
Elsevier, Tetrahedron Letters, 8(41), p. 1235-1240
DOI: 10.1016/s0040-4039(99)02251-0
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On the structure of intermediate adducts arising from dithionite reduction of pyridinium salts: A novel class of derivatives of the parent sulfinic acid
Journal article published in 2000 by
Vincenzo Carelli,
V.,
Felice Liberatore,
Luigi Scipione 
,
Roberta Musio,
Oronzo Sciacovelli
,
Roberta Musio,
Oronzo Sciacovelli
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Abstract
13C and 17O NMR spectroscopy show that adducts arising from dithionite reduction of 3- or 3,5-cyano- or carbamoyl-substituted pyridinium salts to the corresponding 1,4-dihydropyridines, are S-anions of esters of the simplest parent sulfinic acid. A pathway for formation of the 1,4-dihydropyridines, involving an intramolecular hydride transfer, is suggested.