Stereoselective synthesis of trans-2,3-disubstituted 5-amino-4-cyano-2,3-dihydrothiophenes

Article abstract of DOI:10.1055/s-1991-26445

Interaction of 1-(1-adamantylcarbonylmethyl)pyridinium bromide (1) with arylmethylenecyanothioacetamides 2 proceeds stereoselectively with formation of 2-(1-adamantylcarbonyl)-5-amino-3-aryl-4-cyano-2,3-dihydrothiophenes. Dihydrothiophenes were obtained in a good yield by three-component condensation of pyridinium bromide 1, aldehydes and cyanothioacetamide in presence of triethylamine.