Three-component domino reactions providing rapid and efficient routes to fully substituted pyrroles

Abstract

New indolation and thiolation-based three-component domino reactions, promoted by Brønsted acid, have been described, and 49 examples of polyfunctionalized fully substituted pyrroles were synthesized in good to excellent yields. The reactions were further expanded to prepare multi-functionalized 4,5-dihydro-1H-pyrroles with high stereoselectivity when an aromatic amine was used as a monodonor component. The reaction is easy to perform by simply mixing three common reactants in acetic acid under microwave heating. The reaction proceeds with a fast rate and can be finished within 26 min, the workup is also convenient.