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Synthesis 1991; 1991(4): 277-278
DOI: 10.1055/s-1991-26445
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Stereoselective Synthesis of trans-2,3-Disubstituted 5-Amino-4-cyano-2,3-dihydrothiophenes

A. M. Shestopalov* , O. P. Bogomolova, V. P. Litvinov
  • *N. D. Zelinsky Institute of Organic Chemistry, Academy of Sciences, Leninsky Prospect 47, SU-117913 Moscow, USSR
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Publication Date:
29 April 2002 (online)

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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.