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Issue 8, 2013
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Silver-mediated fluorination, trifluoromethylation, and trifluoromethylthiolation of arynes

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Abstract

General approaches for fluorination, trifluoromethylation, and trifluoromethylthiolation were developed based on the electrophilic nature of arynes. In these reactions, the addition of fluorine-containing nucleophiles onto aryne intermediates was efficiently promoted by either silver catalysts or silver-containing stoichiometric reagents. Contrary to known methods that require aromatic precursors, our new approach enables efficient non-traditional synthesis of Ar–F, Ar–CF3 and Ar–SCF3 from non-aromatic building blocks under relatively mild conditions.

Graphical abstract: Silver-mediated fluorination, trifluoromethylation, and trifluoromethylthiolation of arynes

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Publication details

The article was received on 13 Apr 2013, accepted on 20 May 2013 and first published on 21 May 2013


Article type: Edge Article
DOI: 10.1039/C3SC50992C
Citation: Chem. Sci., 2013,4, 3205-3211
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    Silver-mediated fluorination, trifluoromethylation, and trifluoromethylthiolation of arynes

    K. Wang, S. Y. Yun, P. Mamidipalli and D. Lee, Chem. Sci., 2013, 4, 3205
    DOI: 10.1039/C3SC50992C

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