K 2 S 2 O 8 ‑Mediated Synthesis of Highly Functionalized Pyrroles via Oxidative Self-Dimerization of N ‑Propargylamines

An efficient methodology has been developed for the synthesis of tetra- and pentasubstituted pyrroles via oxidative self-dimerization of N -propargylamines catalyzed by silver benzoate in the presence of K 2 S 2 O 8 in good yields. The protocol provides a simple route for the synthesis of both tetra- and pentasubstituted pyrroles with two carbonyl groups in the side chain. The methodology can be extended toward the synthesis of pyrrolo­[3,4- d ]­pyridazine.