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Volume 67, Issue 6 (Jun 2013)


Synthesis of new aryl(hetaryl)-substituted tandospirone analogues with potential anxiolytic activity via reductive Heck type hydroarylations

Omer Gunkara
  • Department of Chemistry, Yildiz Technical University, Faculty of Science and Arts, Davutpasa Campus, 34220, Esenler, Istanbul, Turkey
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/ Bilgesu Sucu
  • Department of Chemistry, Yildiz Technical University, Faculty of Science and Arts, Davutpasa Campus, 34220, Esenler, Istanbul, Turkey
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/ Nuket Ocal
  • Department of Chemistry, Yildiz Technical University, Faculty of Science and Arts, Davutpasa Campus, 34220, Esenler, Istanbul, Turkey
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/ Dieter Kaufmann
  • Institute of Organic Chemistry, University of Technology, Leibnizstr. 6, Clausthal, D-38678, Clausthal-Zellerfeld, Germany
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Published Online: 2013-03-16 | DOI: https://doi.org/10.2478/s11696-013-0338-4


Tandospirone (I), developed as an anxiolytic drug, is an aryl-piperazine compound that binds to both 5-HT1A and dopamine D4 receptors. Palladium-catalysed hydroarylation reactions of tandospirone analogues containing an oxygen bridge and 3-(trifluoromethyl)phenyl or 2,3-dichlorophenyl groups were studied in order to find a new stereoselective access to a series of new exo-aryl(hetaryl)-substituted derivatives with potential biological activity.

Keywords: tandospirone; arylpiperazines; C-C coupling; hydroarylation; heterocycles

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About the article

Published Online: 2013-03-16

Published in Print: 2013-06-01

Citation Information: Chemical Papers, ISSN (Online) 1336-9075, DOI: https://doi.org/10.2478/s11696-013-0338-4.

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