ChemInform Abstract: Stereoselective Method of Synthesis of Substituted trans-4,5-Dihydro-2-aminothiophenes.

✍ Scribed by A. M. Shestopalov; K. G. Nikishin

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 27 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199914135

✦ Synopsis

Stereoselective Method of Synthesis of Substituted trans-4,5-Dihydro-2-aminothiophenes.

-Reaction of alkyl 2-cyano-4-benzoylbutanoate (I) with sulfur in the presence of base affords the title dihydrothiophene derivatives (II). In this case, the electron-accepting benzoyl group (instead of the CN group) acts as C-H acidity activator at position 4 to give a 4-thiol intermediate. The same dihydrothiophenes (II) can be synthesized by direct condensation of chalcone (III) with cyanoacetate (IV) and sulfur. -(SHESTOPALOV, A. M.;