4.8 Article

Silver-mediated oxidative functionalization of alkylsilanes

Journal

CHEMICAL SCIENCE
Volume 9, Issue 47, Pages 8836-8841

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8sc03730b

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Funding

  1. State Key Laboratory of Elemento-Organic Chemistry
  2. National Key Research and Development Program of China [2016YFA0602900]
  3. National Natural Science Foundation of China [21522205, 21672110]
  4. Fundamental Research Funds for the Central Universities

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A general approach to the functionalization of aliphatic C-Si bonds in the presence of silver salts and oxidants has been reported. This strategy encompasses a range of valuable C-Si transformations, including the direct conversions of a C-Si bond to C-OCF3, C-OBz, C-OCOCF3, C-SCF3, C-SCN, and C-N-3 bonds. Among them, trifluoromethoxylation of alkylsilanes is reported for the first time. In addition, mechanistic studies indicate that this reaction may proceed through a radical mechanism.

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