4.8 Article

Silver-Mediated Trifluoromethoxylation of (Hetero)aryldiazonium Tetrafluoroborates

Journal

ORGANIC LETTERS
Volume 21, Issue 19, Pages 8003-8007

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03000

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Funding

  1. National Natural Science Foundation of China [21302231]
  2. Hunan Provincial Natural Science Foundation of China [14JJ3021]
  3. Programs Foundation of Ministry of Education of China [20130162120032]
  4. Central South University High Resolution Mass Spectrometry Laboratory of Advanced Research Center

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Here we report a silver-mediated trifluoromethoxylation of (hetero)aryldiazonium tetrafluoroborates by converting an aromatic amino group into an OCF3 group. This method, which can be considered to be a trifluoromethoxylation variation of the classic Sandmeyer-type reaction, uses readily available aryl and heteroaromatic amines as starting materials and AgOCF3 as trifluoromethoxylating reagents. The broad substrate scope and simple, mild reaction condition made this transformation a valuable method in constructing aryl-OCF3 bonds.

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