4.8 Article

Ruthenium(II)-Catalyzed Direct C-H Arylation of Indoles with Arylsilanes in Water

Journal

ORGANIC LETTERS
Volume 20, Issue 2, Pages 341-344

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03567

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Funding

  1. Rutgers University
  2. SEED Grant (Rutgers University)

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The ruthenium(II)-catalyzed, heteroatom-directed C-H arylation of indoles with arylsilanes in water has been developed. The method represents the first example of a ruthenium- (II)-catalyzed oxidative C-H arylation in water/aqueous media as, a sustainable solvent for C-H funetionali7ation. The reaction enables the synthesis of a wide range of indoles with exquisite selectivity for arylation at the C-2 position. Preliminary:mechanistic studies indicate reversibility of the C-H ruthenation step under the developed reaction conditions.

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