4.8 Article

Intermolecular Alkene Difunctionalization via Gold-Catalyzed Oxyarylation

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 59, 期 46, 页码 20470-20474

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202009636

关键词

alkenes; gold redox catalysis; hemilabile (P; N) ligands; oxidative addition; oxyarylation

资金

  1. NSF [CHE-1665122]
  2. NIH [1R01GM120240-01]
  3. University of South Florida Interdisciplinary NMR Facility
  4. Chemical Purification, Analysis, and Screening (CPAS) Core Facility

向作者/读者索取更多资源

The gold-catalyzed intermolecular oxyarylation of alkenes is reported. This work employed the oxidative addition of aryl iodides to Me-DalphosAu(+)for the formation of a Au-III-Ar intermediate. The better binding ability of alkenes over O nucleophiles ensured the success of intermolecular oxyarylation, giving desired products with a broad substrate scope and high efficiency (>50 examples with up to 95 % yield). One-pot converting of methoxy groups into other nucleophiles allowed achieving alkene difunctionalization with the construction of C-N, C-S, and C-C bonds under mild conditions.

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