Self-Assembly of Pyrrole-Centered Pentaheterocyclic Ensembles in the System Hetarenecarbonitrile/Ethynylhetarene/t-BuOK/DMSO

Abstract

Pyrrole-centered pentaheterocyclic ensembles, tetrasubstituted 1H-pyrroles with fundamental hetero­cycles (pyrrole, furan, thiophene, pyridine) in various combinations, have been synthesized in up to 60% by the reaction of hetarenecarbonitriles with ethynylhetarenes in the system t-BuOK/DMSO (room temperature, 1 h). The reaction involves cascade self-assembly of three ethynylhetarene molecules and one hetarenecarbo­nitrile molecule, which is triggered and driven by acetylide anions.