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Molecular Diversity

, Volume 23, Issue 2, pp 307–315 | Cite as

Expedient approach to synthesis of 4-hydroxy-2-(trifluoromethyl) quinolines through an intramolecular cyclization of ethyl 2-cyano-4,4,4-trifluoro-3 (arylamino)but-2-enoate derivatives

  • Ali DarehkordiEmail author
  • Mahdiyeh Talebizadeh
  • Mohammad Anary-Abbasinejad
Original Article
  • 45 Downloads

Abstract

Ethyl 2-cyano-4,4,4-trifluoro-3-(phenylamino)but-2-enoates have been synthesized by reaction of ethyl 2-cyanoacetate with trifluoroacetimidoyl chloride derivatives using sodium hydride in acetonitrile by conventional and microwave irradiation methods. Then, intramolecular cyclization of these products in nitrobenzene under reflux conditions afforded a new series of substituted (trifluoromethyl)quinoline-3-carbonitrile derivatives in quantitative yields.

Keywords

Trifluoroacetimidoyl chloride Ethyl 2-cyanoacetate 2-Trifluoromethyl quinoline Intramolecular cyclization Microwave irradiation 

Notes

Acknowledgements

We gratefully acknowledge the Vail-e-Asr University of Rafsanjan Faculty Research Grant for financial support.

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Copyright information

© Springer Nature Switzerland AG 2018

Authors and Affiliations

  • Ali Darehkordi
    • 1
    Email author
  • Mahdiyeh Talebizadeh
    • 1
  • Mohammad Anary-Abbasinejad
    • 1
  1. 1.Department of ChemistryVali-e-Asr UniversityRafsanjanIran

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