3-Haloquinolines by Friedländer Reaction of α-Haloketones

A general approach to 3-fluoro-, 3-chloro-, and 3-bromoquinolines which relies on organosilane-promoted Friedländer reaction of α-haloketones is described. The scope of the methylene component as well as influence of the organosilane component on the outcome of the reaction is studied. The method c...

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Bibliographic Details
Published in:Journal of organic chemistry 2011-07, Vol.76 (14), p.5774-5781
Main Authors: Ryabukhin, Sergey V, Naumchik, Vasiliy S, Plaskon, Andrey S, Grygorenko, Oleksandr O, Tolmachev, Andrey A
Format: Article
Language:English
Online Access:Get full text
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Summary:A general approach to 3-fluoro-, 3-chloro-, and 3-bromoquinolines which relies on organosilane-promoted Friedländer reaction of α-haloketones is described. The scope of the methylene component as well as influence of the organosilane component on the outcome of the reaction is studied. The method can be used under parallel synthesis conditions.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo2008252