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1,6-Nucleophilic Di- and Trifluoromethylation of para-Quinone Methides with Me3SiCF2H/Me3SiCF3 Facilitated by CsF/18-Crown-6.
Chen, Dingben; Huang, Ling; Liang, Mingyu; Chen, Xiaojing; Cao, Dongdong; Xiao, Pan; Ni, Chuanfa; Hu, Jinbo.
Afiliação
  • Chen D; School of Pharmaceutical and Chemical Engineering, Taizhou University, Taizhou 318000, China.
  • Huang L; Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
  • Liang M; School of Pharmaceutical and Chemical Engineering, Taizhou University, Taizhou 318000, China.
  • Chen X; School of Pharmaceutical and Chemical Engineering, Taizhou University, Taizhou 318000, China.
  • Cao D; School of Pharmaceutical and Chemical Engineering, Taizhou University, Taizhou 318000, China.
  • Xiao P; School of Pharmaceutical and Chemical Engineering, Taizhou University, Taizhou 318000, China.
  • Ni C; Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
  • Hu J; School of Physical Science and Technology, ShanghaiTech University, 100 Haike Road, Shanghai 201210, China.
Molecules ; 29(12)2024 Jun 19.
Article em En | MEDLINE | ID: mdl-38930971
ABSTRACT
The direct 1,6-nucleophilic difluoromethylation, trifluoromethylation, and difluoroalkylation of para-quinone methides (p-QMs) with Me3SiRf (Rf = CF2H, CF3, CF2CF3, CF2COOEt, and CF2SPh) under mild conditions are described. Although Me3SiCF2H shows lower reactivity than Me3SiCF3, it can react with p-QMs promoted by CsF/18-Crown-6 to give structurally diverse difluoromethyl products in good yields. The products can then be further converted into fluoroalkylated para-quinone methides and α-fluoroalkylated diarylmethanes.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Molecules Assunto da revista: BIOLOGIA Ano de publicação: 2024 Tipo de documento: Article País de afiliação: China
Texto completo
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PubMed Links
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Molecules Assunto da revista: BIOLOGIA Ano de publicação: 2024 Tipo de documento: Article País de afiliação: China