Articles

Fluorination of β-Ketoesters and β-Ketoamides Based on PhI(OAc)2

  • Wu Wensheng ,
  • Yuan Hang ,
  • Huang Gaokui ,
  • Jiang Chunhui ,
  • Lu Hongfei
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  • School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212003

Received date: 2018-08-31

  Revised date: 2018-10-25

  Online published: 2018-12-05

Supported by

Project supported by the National Natural Science Foundation of China (No. 21402067), the Natural Science Foundation of Jiangsu Province (No. BK20170569) and the Natural Science Fund for Colleges and Universities in Jiangsu Province (No. 17KJB150013).

Abstract

Herein, a nucleophilic fluorination reaction to construct fluorine-containing β-ketoesters and β-ketoamides is reported. The reaction uses PhI(OAc)2 as oxidant and 3HF·Et3N as fluorinating reagent. It can effectively build a series of fluorochemical compounds containing quaternary carbon center under room temperature reaction conditions for 30 min. Compared with the traditional electrophilic fluorination reaction, this method has the advantages of no metal participation, short reaction time, simple reaction conditions and high reaction yield.

Cite this article

Wu Wensheng , Yuan Hang , Huang Gaokui , Jiang Chunhui , Lu Hongfei . Fluorination of β-Ketoesters and β-Ketoamides Based on PhI(OAc)2[J]. Chinese Journal of Organic Chemistry, 2019 , 39(1) : 137 -143 . DOI: 10.6023/cjoc201808047

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