A concise and efficient approach was developed for the synthesis of pentacyclic compounds containing coumarin, pyrrole, indene in a regioselective manner in good yields via the reactions of N-substituted 4-aminocoumarin compounds and ninhydrin using microwave irradiation. No catalysts are required in our protocol.A concise and efficient approach was developed for the synthesis of pentacyclic compounds containing coumarin, pyrrole, indene via a regioselective method in good yields by the reactions of N-substituted 4-aminocoumarin compounds and ninhydrin under microwave irradiation. No catalysts are required in our protocol.