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Et4NCl-Promoted Electrochemical Atherton-Todd Type Reaction to Construct P(O)-F Bonds.
Wang, Hong; Li, Xiangbin; Lu, Yi; Wang, Lianxuan; Liu, Siyuan; Gao, Wei; Tang, Yonghe; Wang, Ling; Niu, Liwei; Chen, Jianbin.
Afiliação
  • Wang H; Shandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, People's Republic of China.
  • Li X; Shandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, People's Republic of China.
  • Lu Y; Shandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, People's Republic of China.
  • Wang L; Shandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, People's Republic of China.
  • Liu S; Shandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, People's Republic of China.
  • Gao W; Shandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, People's Republic of China.
  • Tang Y; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Materials Science, Hebei University, Baoding 071002, People's Republic of China.
  • Wang L; Shandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, People's Republic of China.
  • Niu L; Shandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, People's Republic of China.
  • Chen J; Shandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, People's Republic of China.
J Org Chem ; 88(11): 7006-7014, 2023 Jun 02.
Article em En | MEDLINE | ID: mdl-37218055
ABSTRACT
An electrochemical synthetic strategy to construct P(O)-F bonds was developed via the Atherton-Todd reaction. Promoted by Et4NCl, a series of biologically active phosphoric fluorides were synthesized by use of commercially available P(O)-H feedstocks and Et3N·3HF as the F-source. With this protocol, some potentially functional P(O)-OR and P(O)-SR motifs could also be smoothly forged. This sustainable fluorination approach features step-economy, is chemical-oxidant- and metal-catalyst-free, and offers low cost and mild conditions. Additionally, cyclic voltammetry and control experiments were conducted to propose a reasonable mechanism.

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2023 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2023 Tipo de documento: Article