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Surfactant-Aided Chiral Palladium(II) Catalysis Exerted Exclusively in Water for the C–H Functionalization of Indoles

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journal contribution
posted on 07.09.2016, 00:00 by Taku Kitanosono, Masumi Miyo, Shu̅ Kobayashi
The electrophilic palladation of indoles through C–H bond functionalization with the aid of surfactant was achieved in water in a highly enantioselective manner. The system displayed attractive features that are reminiscent of both precious-metal catalysis and micellar catalysis. The palladium­(II) catalyst entangled with a surfactant did not respond to commonly recognized phosphine-based ligand but to 2,2′-bipyridine L1. The insights gained from this unique set of palladium­(II) catalysts demonstrate the potential of further applications toward this novel mode of chemical transformation.