4.5 Article

1,2-Bis(trifluoromethylthiolation) of Aromatic Epoxides with AgSCF3

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2020, Issue 8, Pages 1015-1018

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201901836

Keywords

Bis(trifluoromethylthiolation); Epoxide; Ring-opening; Deoxytrifluoromethylthiolation; Difunctionalization

Funding

  1. National Natural Science Foundation of China [21332010, 21421002]
  2. Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
  3. Youth Innovation Promotion Association CAS [2016234]

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A tandem ring-opening and deoxytrifluoromethylthiolation of aromatic epoxides with AgSCF3 and nBu(4)NI/KI has been developed. This protocol provides a convenient access to a series of novel 1,2-bis(trifluoromethylthiolated) products, which has been rarely reported and might find applications in medicinal and material chemistry.

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