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

DOI: 10.1055/s-1991-26445

Source and publish data:

Synthesis p. 277 - 278 (1991)

Update date:2022-07-29

Topics:

Authors:

Shestopalov

Bogomolova

Litvinov

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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.

Full text of DOI:10.1055/s-1991-26445

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Product name:(4R,5R)-5-(Adamantane-1-carbonyl)-2-amino-4-(4-bromo-phenyl)-4,5-dihydro-thiophene-3-carbonitrile

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