4.7 Article

An aryne triggered ring-opening fluorination of cyclic thioethers with potassium fluoride

Journal

CHEMICAL COMMUNICATIONS
Volume 54, Issue 51, Pages 7081-7084

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc03766c

Keywords

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Funding

  1. National Natural Science Foundation of China [21702013, 21602119, U1504208]
  2. Beijing Natural Science Foundation [2184115]
  3. Fundamental Research Funds from the Central Universities in Beijing University of Chemical Technology [buctrc201721, PYCC1707]

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Herein, we report an aryne triggered ring-opening fluorination protocol of a great variety of saturated sulfur heterocycles. A key factor for the success is the identification of a suitable mediator. Compared to previous methods, this transition-metal free protocol employs low-cost potassium fluoride as the fluorine source. The operational simplicity and mild reaction conditions allow for the rapid synthesis of a wide range of aliphatic fluoride compounds in good yields.

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