Palladium-Catalyzed One-Pot Synthesis of 3‑Arylindoles Based on o‑Iodoaniline with Aryl Hydrazones
Zhihao Du1,2, Yue Chen1,2, Tengyu Zhang1,2
1Incubation Center for Science and Technology Achievements, China State Institute of Pharmaceutical Industry Co Ltd (CSIPI), Shanghai 201203, China.
Abstract:
A tandem one-pot strategy for the efficient synthesis of indole derivatives has been developed via palladium-catalyzed coupling of ortho-iodoanilines with N-tosylhydrazones under basic conditions. The reaction proceeds through in situ formation of o-vinylaniline intermediates, followed by oxidative cyclization under palladium catalysis. The substrate scope study provided substituted 3-phenylindoles in moderate to good yields, demonstrating the method's practicality for indole construction. Notably, no protection of the indole N-H is required, representing a key advantage.
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