One-pot synthesis of novel polysubstituted 1,1′-phenylene-bipyrrole via the double [3+2] cycloaddition reaction

Abstract The novel polysubstituted 1,1′-phenylene-bipyrrole compounds were synthesized by the double [3+2] cycloaddition-extrusion reactions of N , N ′-phenylene-bimunchnones and dimethyl acetylenedicarboxylate in dry toluene at 80 °C for 24 h. Bimunchnones were prepared successfully by cyclodehydration reactions of N , N ′-biacyl- N , N ′-(1,4-phenylene)-bis(2-arylglycine) with N , N ′-diisopropylcarbodiimide in dry toluene at 0–5 °C for 1.5 h. The structures of the products were characterized on the basis of spectral data.