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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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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
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container_issue 14
container_start_page 5774
container_title Journal of organic chemistry
container_volume 76
creator Ryabukhin, Sergey V
Naumchik, Vasiliy S
Plaskon, Andrey S
Grygorenko, Oleksandr O
Tolmachev, Andrey A
description 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.
doi_str_mv 10.1021/jo2008252
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title 3-Haloquinolines by Friedländer Reaction of α-Haloketones
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