4.6 Article

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

期刊

ACS SUSTAINABLE CHEMISTRY & ENGINEERING
卷 4, 期 11, 页码 6101-6106

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.6b01519

关键词

Reaction in water; Palladium; Asymmetric synthesis; Surfactant

资金

  1. Japan Society for the Promotion of Science (JSPS), Global COE Program, The University of Tokyo, MEXT, Japan
  2. Japan Science and Technology Agency (JST)
  3. Grants-in-Aid for Scientific Research [15H06134] Funding Source: KAKEN

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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.

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