Regioselective Synthesis of Functionalized 3- or 5-Fluoroalkyl Isoxazoles and Pyrazoles from Fluoroalkyl Ynones and Binucleophiles.

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ID: 63997
2019
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Abstract
A facile synthetic route towards either 3- or 5-fluoroalkyl-substituted isoxazoles or pyrazoles containing an additional functionalization site was developed and applied on a multigram scale. The elaborated approach extends the scope of fluoroalkyl substituents for introduction into the heterocyclic moiety, and uses convenient transformations of the side chain for incorporation of fluoroalkyl substituted azoles into the structures of biologically active molecules. The utility of the obtained building blocks for isosteric replacement of alkyl-substituted isoxazole and pyrazole was shown by the synthesis of fluorinated Isocarboxazid and Mepiprazole analogues.
Reference Key
chalyk2019regioselectivethe Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Chalyk, Bohdan A;Khutorianskyi, Andrii;Lysenko, Andrii;Fil, Yulia;Kuchkovska, Yuliya O;Gavrilenko, Konstantin S;Bakanovych, Iulia;Moroz, Yurii S;Gorlova, Alina O;Grygorenko, Oleksandr O;
Journal The Journal of organic chemistry
Year 2019
DOI
10.1021/acs.joc.9b02258
URL
Keywords Keywords not found

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