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Issue 6, 2016
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Catalyst-free, one-pot, four-component green synthesis of functionalized 1-(2-fluorophenyl)-1,4-dihydropyridines under ultrasound irradiation

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Abstract

An environmentally friendly catalyst-free synthesis protocol for functionalized 1,4-dihydropyridine derivatives involving four components under ultrasonic irradiation in aqueous ethanol is reported. Eleven new compounds are synthesized using multi-component one-pot reaction between dimethylacetylenedicarboxylate, 2-fluoroaniline, malononitrile and various substituted aldehydes. The establishment of multiple carbon–carbon bonds occurs in the absence of any hazardous organic solvents or catalysts. The target compounds were obtained in excellent yields (89–96%). All the new compounds were identified and validated by IR, 1H NMR, 13C NMR, 19F NMR, 15N NMR and HRMS spectral data. The new procedure has noteworthy advantages including safety, short reaction times, environmentally benign mild conditions and high yields.

Graphical abstract: Catalyst-free, one-pot, four-component green synthesis of functionalized 1-(2-fluorophenyl)-1,4-dihydropyridines under ultrasound irradiation

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Publication details

The article was received on 16 Dec 2015, accepted on 21 Mar 2016 and first published on 22 Mar 2016


Article type: Paper
DOI: 10.1039/C5NJ03574K
New J. Chem., 2016,40, 5107-5112

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    Catalyst-free, one-pot, four-component green synthesis of functionalized 1-(2-fluorophenyl)-1,4-dihydropyridines under ultrasound irradiation

    N. Shabalala, S. Maddila and S. B. Jonnalagadda, New J. Chem., 2016, 40, 5107
    DOI: 10.1039/C5NJ03574K

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