2006
DOI: 10.1016/j.jorganchem.2005.09.046
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An efficient synthesis of ferrocenyl substituted 3-cyanopyridine derivatives under ultrasound irradiation

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Cited by 48 publications
(22 citation statements)
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“…Among the pyridine ring systems which present varied chemotherapeutic and pharmacological applicabilities [4][5][6], 2-amino-3-cyanopyridines raised substantial medicinal and synthetic attentionssince this widespread heterocycle molecules allowed an access to many demonstrated bio-active species such as IKK-b inhibitors [7], A 2A adenosine receptor antagonist [8], and potent inhibitor of HIV-1 integrase [9]. Hence, in consequence of the aforementioned biological significances of these versatile structural motifs, a number of procedures have been reported on this topic like microwave or ultrasound irradiation [10][11][12][13], hexadecyldimethyl benzyl ammonium bromide and triethylamine [14], DMF [15], acetic acid [16], Fe 3 O 4 [17], Cellulose-SO 3 H [18]and using earth Lewis acid catalyst [19]. Although, several catalyst and protocol have been studied for the preparation of the 2-amino-3-cyanopyridine derivatives, the methods suffer from one or more imperfection such as toxic solvent like benzene [20], multi-steps reaction pathway [21], high temperature and microwave assistance [22,23], prolonged reaction times and harsh reaction conditions with low yields.…”
Section: Introductionmentioning
confidence: 99%
“…Among the pyridine ring systems which present varied chemotherapeutic and pharmacological applicabilities [4][5][6], 2-amino-3-cyanopyridines raised substantial medicinal and synthetic attentionssince this widespread heterocycle molecules allowed an access to many demonstrated bio-active species such as IKK-b inhibitors [7], A 2A adenosine receptor antagonist [8], and potent inhibitor of HIV-1 integrase [9]. Hence, in consequence of the aforementioned biological significances of these versatile structural motifs, a number of procedures have been reported on this topic like microwave or ultrasound irradiation [10][11][12][13], hexadecyldimethyl benzyl ammonium bromide and triethylamine [14], DMF [15], acetic acid [16], Fe 3 O 4 [17], Cellulose-SO 3 H [18]and using earth Lewis acid catalyst [19]. Although, several catalyst and protocol have been studied for the preparation of the 2-amino-3-cyanopyridine derivatives, the methods suffer from one or more imperfection such as toxic solvent like benzene [20], multi-steps reaction pathway [21], high temperature and microwave assistance [22,23], prolonged reaction times and harsh reaction conditions with low yields.…”
Section: Introductionmentioning
confidence: 99%
“…The chalcones are 1, 3 -diarylprop -2 -en -1 -one, form a broad class of compounds containing two aromatic rings bound with vinyl ketone fragment. Chalcones are useful intermediates for obtaining the variety of heterocycles [1][2][3][4][5]. Various chalcone derivatives are remarkable materials for their second harmonic generation [6].…”
Section: Introductionmentioning
confidence: 99%
“…Unfortunately, the attempts in our case were also unfruitful, and no promising result was obtained even after refluxing for a prolonged period (24 h). Recently, Ji and co-workers described the synthesis of ferrocenyl substituted pyridine-3-carbonitriles via the condensation of ferrocenyl substituted chalcones with malononitrile [33]. On this basis, we presumed that this approach can be extended for our synthesis.…”
Section: Methodsmentioning
confidence: 99%