Synthesis 2021; 53(21): 4124-4130
DOI: 10.1055/a-1531-2248
paper

Catalyst- and Additive-Free Synthesis of Fluoroalkoxyquinolines

Autor*innen

  • Ankit Kumar Dhiman

    a   Chemical Technology Division, CSIR-IHBT, Palampur-176061, India
    b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India
  • Rohit Kumar

    a   Chemical Technology Division, CSIR-IHBT, Palampur-176061, India
    b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India
  • Upendra Sharma

    a   Chemical Technology Division, CSIR-IHBT, Palampur-176061, India
    b   Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India

This work is supported by the Council of Scientific and Industrial Research (CSIR), New Delhi (MLP0159). A.K.D. and R.K. thank CSIR, New Delhi for senior research fellowships.


Graphical Abstract

Abstract

A nucleophilic substitution approach has been developed for the synthesis of C4 fluoroalkoxyquinolines from 4-haloquinolines by utilizing hexafluoro-2-propanol and trifluoroethanol as nucleophiles. The method is also applicable for 2-chloroquinolines, 1-chloroisoquinoline, and 2-chlorobenzimidazole. Control experiments revealed that substitution occurs only at the C2 and C4 positions of quinolines.

Supporting Information

Primary Data



Publikationsverlauf

Eingereicht: 12. Mai 2021

Angenommen nach Revision: 17. Juni 2021

Accepted Manuscript online:
17. Juni 2021

Artikel online veröffentlicht:
20. Juli 2021

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