Chemo‑, Regio‑, and Stereoselective Construction of Core Skeleton of Furo[2,3‑b]pyrrole via Multicomponent Bicyclization Reaction

An efficient and straightforward N-ethyldiisopropylamine (DIPEA)-catalyzed multicomponent bicyclization reaction was developed to synthesize furo­[2,3-b]­pyrrole derivatives from β-ketothioamides, glyoxals, and ethyl cyanacetate in EtOH at rt for 1.5 h. This was achieved via a sequential Knoevenagel condensation, Michael addition, and double cyclization, resulting in continuous formation of four chemical bonds (two C–C, two C–O, and one C–N bonds), two five-membered cycles, and three stereogenic centers in a one-pot operation.