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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

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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.

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Acknowledgements

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

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Authors and Affiliations

  1. Department of Chemistry, Vali-e-Asr University, Rafsanjan, 77176, Iran

    Ali Darehkordi, Mahdiyeh Talebizadeh & Mohammad Anary-Abbasinejad

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  1. Ali Darehkordi
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Correspondence to Ali Darehkordi.

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Darehkordi, A., Talebizadeh, M. & Anary-Abbasinejad, M. 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. Mol Divers 23, 307–315 (2019). https://doi.org/10.1007/s11030-018-9872-x

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