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http://hdl.handle.net/20.500.12358/26324
TitleA Convenient Synthesis of 1-(4-Fluorophenyl)-2-(4-pyridyl) cyclopentene from Cyclopentanone
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Abstract

In the framework of investigating the role of pyridyl-substituted five-membered heterocycles as potential p38 mitogen-activated protein kinase inhibitors, we synthesized the disubstituted carbocyclic analogue, 1-(4-fluorophenyl)-2-(4-pyridyl) cyclopentene. A multistep synthesis of this compound starting from cyclopentanone is reported. Cyclopentanone was converted into 1-cy-clopentenyl-4-fluorobenzene using a Grignard reaction. The oxidation of this product with hydrogen peroxide and formic acid gave 2-(4-fluorophenyl) cyclopentanone. This ketone was activated using a neodymium salt (NdCl 3· 2LiCl) and subsequently reacted with a complexed Grignard reagent (pyMgCl· LiCl) to give the corresponding cyclopentanol derivative. Finally, dehydration of the latter alcohol led to the title compound.

Authors
Abu Thaher, Bassam A.
Koch, Pierre
Amo, Vicente Del
Knochel, Paul
Laufer, Stefan A
TypeJournal Article
Date2008
Subjects
grignard reactions
medicinal chemistry
neodymium salt
inhibitors
carbocycles
Published inSynthesis
SeriesVolume: 2008, Number: 02
Publisher© Georg Thieme Verlag Stuttgart· New York
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  • Staff Publications- Faculty of Science [1030]
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The institutional repository of the Islamic University of Gaza was established as part of the ROMOR project that has been co-funded with support from the European Commission under the ERASMUS + European programme. This publication reflects the views only of the author, and the Commission cannot be held responsible for any use which may be made of the information contained therein.

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The institutional repository of the Islamic University of Gaza was established as part of the ROMOR project that has been co-funded with support from the European Commission under the ERASMUS + European programme. This publication reflects the views only of the author, and the Commission cannot be held responsible for any use which may be made of the information contained therein.

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