Rhodium(III)‐Catalyzed Sequential C−H Activation and Cyclization from N‐Methoxyarylamides and 3‐Diazooxindoles for the Synthesis of Isochromenoindolones

Abstract

An efficient synthetic method for structurally various isochromenoindolones has been demonstrated through Rh(III)‐catalyzed C−H activation followed by a cyclization reaction of N‐methoxyarylamides with 3‐diazooxindoles. The sequential reaction involves the streamlined formation of C−C and C−O bonds in one pot. The present method provides a broad range of isochromenoindolones as a new privileged scaffold in moderate to good yields with the release of methoxyamine and molecular nitrogen and has the benefits of a broad substrate scope and good functional group tolerance.

Transition‐metal‐catalyzed Heteroannulation Reactions in Aqueous Medium

“…[23][24][25] Several valuable metals, such as palladium, ruthenium, rhodium, gold, silver, copper, nickel, cobalt, platinum, iridium, indium, cerium … etc, were incorporated as powerful catalysts in modern organic syntheses and heteroannulations. [26][27][28][29][30][31][32][33][34][35][36][37][38] The unique catalytic activities of such metals inferred from the presence of occupied d-or f-orbitals. For example, palladiumcatalyzed carbon-carbon coupling reactions are the fundament for the synthesis of fine chemicals, such as pharmaceuticals and agricultural compounds.…”

“…Multicomponent reactions (MCRs) are reported as ideal tool for organic synthesis due to their widely use for the fast formation of molecules for high‐tech applications, and they are characterized by operational simplicity, atom economy, bond forming efficiency, and quick access to molecular complexity from simple starting materials [23–25] . Several valuable metals, such as palladium, ruthenium, rhodium, gold, silver, copper, nickel, cobalt, platinum, iridium, indium, cerium … etc, were incorporated as powerful catalysts in modern organic syntheses and heteroannulations [26–38] . The unique catalytic activities of such metals inferred from the presence of occupied d‐ or f‐orbitals.…”