Synchronous Ar[BOND]F and Ar[BOND]Sn Bond Formation through Fluorostannylation of Arynes

Authors

  • Prof. Dr. Hiroto Yoshida,

    Corresponding author
    1. Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527 (Japan)
    • Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527 (Japan)
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  • Ryuma Yoshida,

    1. Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527 (Japan)
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  • Prof. Dr. Ken Takaki

    1. Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527 (Japan)
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  • We thank Central Glass Co. Ltd. for a generous gift of trifluoromethanesulfonic anhydride.

Abstract

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An aryne insertion into the F[BOND]Sn bond of tributyltin fluoride leads to the synchronous formation of Ar[BOND]F and Ar[BOND]Sn bonds to afford diverse 2-fluoroarylstannanes straightforwardly. The formal total synthesis of flurbiprofen by using a fluorostannylation product is also reported.

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