4.8 Article

Silver-Mediated Trifluoromethylthiolation-Iodination of Arynes

Journal

ORGANIC LETTERS
Volume 18, Issue 4, Pages 856-859

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00142

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Funding

  1. National Basic Research Program of China [2015CB931900, 2012CB215500]
  2. National Natural Science Foundation of China [21372246, 21421002]
  3. Shanghai City [15XD1504400]
  4. Chinese Academy of Sciences

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A one-pot trifluoromethylthiolation-iodination of arynes with trifluoromethylthiosilver (AgSCF3) and 1-iodophenylacetylene is described. This protocol allows rapid construction of o-trifluoromethylthiolated arene building blocks in moderate yields. These products were found to be excellent precursors for Yagupolskii-Umemoto-type electrophilic trifluoromethylation reagents.

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