4.4 Article

Oxidative umpolung selenocyanation of ketones and arenes: An efficient protocol to the synthesis of selenocyanates

期刊

TETRAHEDRON
卷 76, 期 10, 页码 -

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2020.130978

关键词

Selenocyanation; Aryl ketones; Electron-rich arenes; Electrophilic substitution; Umpolung

资金

  1. National Natural Science Foundation of China [21762008]
  2. Guangxi Natural Science Foundation of China [2018GXNSFAA281245, 2019AC20202]
  3. Bagui Scholar Program of Guangxi Province of China, PR China

向作者/读者索取更多资源

A practical method for the umpolung selenocyanation of aryl ketones, alkyl ketones, beta-ketoesters and electron-rich arenes has been developed, affording various selenocyanates in moderate to excellent yields. This transformation proceeds by an oxidative umpolung selenocyanation through nitrogen oxides-mediated electrophilic selenocyanation process. This method is simpler, more efficient, and less costly than precedent methods. Further transformations of the arylselenocyanate was performed to prove the synthetic utility of this methodology. (C) 2020 Elsevier Ltd. All rights reserved.

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