Issue 24, 2012
From the journal:

RSC Advances

An efficient and regioselective synthetic approach towards fluorinated quinolinylphosphonates†

Blazej Duda,a   Sergey N. Tverdomed*ab  and  Gerd-Volker Röschenthalerb  

* Corresponding authors

a School of Engineering and Science, Jacobs University Bremen, Campus Ring 1, Bremen, Germany
E-mail: s.tverdomed@jacosb-university.de, g.roeschenthaler@jacobs-university.de
Fax: +49 421 200 3229
Tel: +49 421 200 3138

b Department of Organic Chemistry, St. Petersburg Institute of Technology (Technical University), Moskovskii Pr. 26, 190013 St., Petersburg, Russia

Abstract

A synthesis of quinolines substituted by both CF2 and phosphonate groups at the 2- and 3-positions respectively, has been successfully described. In particular, the regioselective heterocyclisation of appropriate (2-cyclohexyliminomethyl)anilines with CF2X-containing alkynylphosphonates promoted by K2CO3 was carried out in dry toluene under reflux. Substituents influenced this reaction either electronically or sterically.

Graphical abstract: An efficient and regioselective synthetic approach towards fluorinated quinolinylphosphonates

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Article information

DOI
https://doi.org/10.1039/C2RA21212A
Article type
Paper
Submitted
19 Jun 2012
Accepted
06 Aug 2012
First published
28 Aug 2012

RSC Adv., 2012,2, 9135-9141

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An efficient and regioselective synthetic approach towards fluorinated quinolinylphosphonates

B. Duda, S. N. Tverdomed and G. Röschenthaler, RSC Adv., 2012, 2, 9135 DOI: 10.1039/C2RA21212A

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