ChemInform Abstract: Synthesis of 5‐Thienylfuran‐3(2H)‐ones via the Microwave‐Assisted Tandem Reaction of Cyanopropargylic Alcohols with Thiophene‐2‐carboxylic Acids.

Abstract

Tertiary cyanopropargylic alcohols undergo tandem reaction with thiophene-2-carboxylic and benzo[ b ]thiophene-2-carboxylic acids under microwave irradiation (MeCN, Et 3 N, 100 °C, 2.5–16 h) to afford 4-cyano-5-thienylfuran-3(2 Н )-ones in 69–89%. The cyano function of the synthesized furanones is readily hydrolyzed (aq EtOH, KOH, 20–25 °C, 24 h) to give quantitatively the corresponding amides, 5,5-dialkyl-4-oxo-2-(2-thienyl)-4,5-dihydrofuran-3-carboxamides.