Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (5): 1105-1116.DOI: 10.6023/cjoc201912024 Previous Articles     Next Articles

Special Issue: 有机氟化学合辑


曾俊良a, 许志红a, 马军安b   

  1. a 许昌学院化学化工学院 许昌 461000;
    b 天津大学化学系 天津市分子光电科学重点实验室 天津化学化工协同创新中心 天津 300072
  • 收稿日期:2019-12-18 修回日期:2020-02-03 发布日期:2020-03-04
  • 通讯作者: 曾俊良, 马军安;
  • 基金资助:

Construction of 3,4-Disubstituted-3-(difluoromethyl)pyrazoles

Zeng Junlianga, Xu Zhihonga, Ma Junanb   

  1. a School of Chemistry and Chemical Engineering, Xuchang University, Henan 461000;
    b Tianjin Key Laboratory of Molecular Optoelectronic Sciences, and Tianjin Collaborative Innovation Center of Chemical Science & Engineering, Department of Chemistry, Tianjin University, Tianjin 300072
  • Received:2019-12-18 Revised:2020-02-03 Published:2020-03-04
  • Supported by:
    Project supported by the Key Project of Education Department of Henan Province (Nos. 20A150039).

The CHF2 moiety has been widely utilized in the design of pharmaceuticals and agrochemicals, because this group can act as hydrogen-bonding donor to improve the binding selectivity of biologically active compounds, as a bioisostere to substitute for methyl, methoxy, hydroxy, amino and thiol groups, and as a lipophilic regulator to improve the liposolubility of the active compounds. For example, 3-difluoromethylpyrazole scaffolds are present in many organic compounds that exhibit important biological activities. In this content, there are nearly ten kinds of pesticide molecules on the market that contain 3,4-disubstituted-3-(difluoromethyl)pyrazole units, with annual sales of up to one billion dollars. In this review, the methods of construction of 3,4-disubstituted 3-difluoromethylpyrazoles will been briefly summarized that have been reported so far. Four different strategies including using fluorinated reagents as substrates, difluoroacetic acid and its derivatives as fluorine building blocks, difluorodiazonium and others as fluorine building blocks will be introduced.

Key words: 3,4-disubstituted-3-difluoromethylpyrazoles, difluoromethyl heterocyclic compounds, fungicides, synthesis