Inverse electron-demand Diels–Alder chemistry in the synthesis of a regioselectively protected analogue of the staurosporine aglycone☆

Abstract Regioselective Weinreb amidation of the C1 ester of dimethyl pyridazino[4,5- b ]indole-1,4-dicarboxylate followed by an intramolecular inverse electron-demand Diels–Alder reaction and palladium-catalyzed coupling produced regioselectively protected N 6 -methylindolo[2,3- a ]pyrrolo[3,4- c ]carbazole ( N 6 -methylstaurosporinone).