4.7 Article

Ruthenium(II)-Catalyzed Homocoupling of Weakly Coordinating Sulfoxonium Ylides via C-H Activation/Annulations: Synthesis of Functionalized Isocoumarins

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 361, Issue 22, Pages 5191-5197

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201900764

Keywords

C-H Activation; Ruthenium(II) catalysis; Homocoupling; Isocoumarins; Sulfoxonium ylides

Funding

  1. National Natural Science Foundation of China [21702087, 21801105]
  2. Natural Science Foundation of Liaoning Province [2015020196, 20170520353, 20180510033]
  3. Program for Liaoning Innovative Talents in University [LR2017021]
  4. Research Project Fund of Liaoning Provincial Department of Education [L2017LQN010, L2017LZD001]
  5. Talent Scientific Research Fund of Liaoning Shihua University [2016XJJ-078, 2016XJJ-079]
  6. open project of Jilin Province Key Laboratory of Organic Functional Molecular Design Synthesis [130028836, 130028911]

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Homocoupling of weakly coordinating sulfoxonium ylides was accomplished via ruthenium (II) catalyzed C-H activation process. This strategy provides a convenient, efficient and step-economic method to access 3-substituted isocoumarins with good functional group tolerance. The sulfoxonium ylide acts both as the convenient aromatic substrate and the acylmethylation reagent in this transformation. Moreover, the products could be transformed to diverse valuable derivatives.

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