4.8 Article

Palladium(ii)-catalyzed -selective hydroarylation of alkenyl carbonyl compounds with arylboronic acids

Journal

CHEMICAL SCIENCE
Volume 9, Issue 44, Pages 8363-8368

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8sc03081b

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Funding

  1. Scripps Research Institute (TSRI)
  2. Pfizer, Inc.
  3. Bristol-Myers Squibb
  4. National Institutes of Health [1R35GM125052]

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A catalytic -selective syn-hydroarylation of alkenyl carbonyl compounds using arylboronic acids has been developed using a substrate directivity approach with a palladium(ii) catalyst. This method tolerates a wide range of functionalized (hetero)arylboronic acids and a variety of substitution patterns on the alkene. Preliminary mechanistic studies suggest that transmetalation is rate-limiting.

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