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Issue 11, 2016
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A new approach toward the synthesis of 2,4-bis(fluoroalkyl)-substituted quinoline derivatives using fluoroalkyl amino reagent chemistry

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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

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Supplementary files

Article information


Submitted
30 Jun 2016
Accepted
27 Jul 2016
First published
29 Jul 2016

Org. Chem. Front., 2016,3, 1392-1415
Article type
Research Article

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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