2014
DOI: 10.1080/17518253.2014.893028
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A new sustainable protocol for the synthesis of nitroaldol derivatives via Henry reaction under solvent-free conditions

Abstract: A new protocol for the Henry addition of nitroalkanes to aryl-and alkyl-aldehydes promoted by PS-BEMP under solvent-free conditions (SolFC) is presented. The corresponding nitroaldol products were obtained in good yields and short times; furthermore minimization of the reaction waste was achieved by reducing the use of organic solvents. Extension of the protocol was obtained by setting up the tandem Michael-Henry reaction of α,β-unsaturated aldehydes and nitroalkane to yield the corresponding dinitro derivativ… Show more

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Cited by 6 publications
(5 citation statements)
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“…Solvent-free organic synthesis has received significant interest from the chemist worldwide due to its advantage over chemical wastes in terms of sustainability and the requirements of green chemistry [29]. The use of solvent-free condition is also applied in the nitroaldol reaction [30,31]. Some nickel complexes showed good catalytic activity towards nitroaldol reactions under various conditions such as in homogeneous reaction states [32,33], under solvent-free microwave irradiation [25], in ionic liquids [34,35], or under heterogeneous [36][37][38] conditions.…”
Section: Introductionmentioning
confidence: 99%
“…Solvent-free organic synthesis has received significant interest from the chemist worldwide due to its advantage over chemical wastes in terms of sustainability and the requirements of green chemistry [29]. The use of solvent-free condition is also applied in the nitroaldol reaction [30,31]. Some nickel complexes showed good catalytic activity towards nitroaldol reactions under various conditions such as in homogeneous reaction states [32,33], under solvent-free microwave irradiation [25], in ionic liquids [34,35], or under heterogeneous [36][37][38] conditions.…”
Section: Introductionmentioning
confidence: 99%
“…In recent years the nitroaldol and the Michael reactions were carried out using extensive catalysts, some of which containing complex structures. Various methodologies have been employed; however, in some cases, disadvantages of having such complex structures included applying either very low or substantially high temperatures to obtain the respective products at great yields [7][8][9][10]. A major drawback of some catalysts is that they resulted in the increased formation of secondary products in these reactions.…”
Section: Introductionmentioning
confidence: 99%
“…Melting points, which are uncorrected, were determined using an Electrothermal 9100 apparatus. 1 H NMR (500 MHz) and 13 C NMR (125 MHz) spectra were recorded on a Bruker DRX-500 Avance spectrometer in CDCl 3 , as a solvent, at ambient temperature. All chemical shifts are given relative to tetramethylsilane.…”
Section: Generalmentioning
confidence: 99%
“…Hence, development of new synthetic methodologies under solvent-free conditions is an important area of research with growing popularity. The interest for solvent-free reactions arises from advantages such as reducing or eliminating solvent usage and consequently low pollution and costs, simplicity in relevant processes, and handling (1)(2)(3)(4). These factors are especially important in industry.…”
Section: Introductionmentioning
confidence: 99%