2009
DOI: 10.1016/j.tetlet.2009.07.018
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An efficient one-step synthesis of 1,4-dihydropyridines via a triphenylphosphine-catalyzed three-component Hantzsch reaction under mild conditions

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Cited by 170 publications
(89 citation statements)
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“…The reactions were performed under solvent-free conditions using lanthanum oxide as a catalyst. This new method provided the expected products 35 in excellent yields (90%-98%) after short reaction times (40-80 s) in comparison to the classical Hantzsch methods (Scheme 7) [44][45][46]. Ladani et al [47] synthesized new 1,4-dihydropyridine derivatives by a MW-assisted Hantzsch condensation via three-components reactions involving tetrazolo[1,5-a]quinoline-4-carbaldehydes 36, ethyl/methyl acetoacetate 37 and ammonium acetate (Scheme 8).…”
Section: Pyridines Dihydropyridines Piperidinesmentioning
confidence: 89%
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“…The reactions were performed under solvent-free conditions using lanthanum oxide as a catalyst. This new method provided the expected products 35 in excellent yields (90%-98%) after short reaction times (40-80 s) in comparison to the classical Hantzsch methods (Scheme 7) [44][45][46]. Ladani et al [47] synthesized new 1,4-dihydropyridine derivatives by a MW-assisted Hantzsch condensation via three-components reactions involving tetrazolo[1,5-a]quinoline-4-carbaldehydes 36, ethyl/methyl acetoacetate 37 and ammonium acetate (Scheme 8).…”
Section: Pyridines Dihydropyridines Piperidinesmentioning
confidence: 89%
“…The reactions were performed under solvent-free conditions using lanthanum oxide as a catalyst. This new method provided the expected products 35 in excellent yields (90%-98%) after short reaction times (40-80 s) in comparison to the classical Hantzsch methods (Scheme 7) [44][45][46]. Surprisingly, very few examples of 1,4-dihydropyridines syntheses under MW-irradiation have been described.…”
Section: Pyridines Dihydropyridines Piperidinesmentioning
confidence: 92%
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“…Microwave (MW) irradiation represents a novelty of the synthetic strategy due to its ability of reducing reaction times, improving yields and simplifying the work-up processes (28,29). The synthetic route used is outlined in Scheme 1.…”
Section: Chemistrymentioning
confidence: 99%
“…However, the yield of 1,4-DHP obtained by Hantzsch method is generally low [13][14][15]. Various methods for the synthesis of dihydropyridine derivatives are described in the literature including condensation of aromatic aldehydes, β-dicarbonyl compounds and ammonium acetate using of microwave [16], ionic liquids [17], tetrabutylammonium hydrogen sulfate [18], silica gel/NaHSO 4 [19], AlCl 3 .6H 2 O [20], TMSI [21], triphenylphosphine [22], InCl 3 [23], I 2 [24], cellulose sulfuric acid [25], alumina sulfuric acid [26], SiO 2 /HClO 4 [27], metal triflate [28], Fe(CF 3 CO 2 ) 3 [29], nano CuO [30], nano MgO [31], ultrasound irradiation [32], solvent free [33], and aqueous media [34].…”
Section: Introductionmentioning
confidence: 99%