Issue 11, 2016

A new approach toward the synthesis of 2,4-bis(fluoroalkyl)-substituted quinoline derivatives using fluoroalkyl amino reagent chemistry

Abstract

The present work describes the unprecedented use of Fluoroalkyl Amino Reagents (FARs) to afford 2,4-bis(fluoroalkyl)-substituted quinoline derivatives in two steps. In contrast to the Combes reaction, this approach allows for the synthesis of numerous quinoline derivatives bearing two identical or different fluoroalkyl substituents in the 2 and 4 positions, under mild reaction conditions, in good yields and with a very good regioselectivity. This reaction is easily scalable and suitable for an industrial process.

Graphical abstract: A new approach toward the synthesis of 2,4-bis(fluoroalkyl)-substituted quinoline derivatives using fluoroalkyl amino reagent chemistry

Supplementary files

Article information

Article type
Research Article
Submitted
30 jún 2016
Accepted
27 júl 2016
First published
29 júl 2016

Org. Chem. Front., 2016,3, 1392-1415

A new approach toward the synthesis of 2,4-bis(fluoroalkyl)-substituted quinoline derivatives using fluoroalkyl amino reagent chemistry

F. Aribi, E. Schmitt, A. Panossian, J. Vors, S. Pazenok and F. R. Leroux, Org. Chem. Front., 2016, 3, 1392 DOI: 10.1039/C6QO00319B

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