A New Strategy for the Aminolysis of Epoxides with Amines Under Solventfree Conditions Using Fe-Mcm-41 as a Novel and Efficient Catalyst

Heravi, Majid Μ.; Baghernejad, Bita; Oskooie, Hossein A.

doi:10.1007/s10562-009-9898-x

Cited by 22 publications

(10 citation statements)

References 20 publications

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“…On the other hand, only a few reports are focused on the use of heterogeneous catalysts such as silica nanoparticles [15], Fe-MCM-41 [16], zeolites [17], heteropoly acid, and MCM-22 [18,19].…”

Section: Introductionmentioning

confidence: 99%

M-Type SrFe₁₂O₁₉ Ferrite: An Efficient Catalyst for the Synthesis of Amino Alcohols under Solvent-Free Conditions

Laayati

Hasnaoui

Nayad

et al. 2020

Journal of Chemistry

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Magnetically separable strontium hexaferrite SrFe12O19 was prepared using the chemical coprecipitation method, and the nanostructured material was characterized by X-ray diffraction, scanning electron microscopy (SEM), energy-dispersive spectrometry (EDS), and BET analysis. The SEM images showed the homogeneity of the chemical composition of SrFe12O19 and uniform distribution of size and morphology. The pore size of the nanomaterial and its specific area were determined by BET measurements. Strontium hexaferrite SrFe12O19 exhibited a strong magnetic field, which is highly suitable in the heterogeneous catalysis as it can be efficiently separated from the reaction. The magnetic nanocatalyst showed high activity and environmentally benign heterogeneous catalysts for the epoxide ring-opening with amines affording β-amino alcohols under solvent-free conditions. When unsymmetrical epoxides were treated in the presence of aromatics amines, the regioselectivity was influenced by the electronic and steric factors. Total regioselectivity was observed for the reactions performed with aliphatic amines. The magnetically SrFe12O19 nanocatalyst showed excellent recyclability with continuously good catalytic activities after four cycles.

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Section: Introductionmentioning

confidence: 99%

M-Type SrFe₁₂O₁₉ Ferrite: An Efficient Catalyst for the Synthesis of Amino Alcohols under Solvent-Free Conditions

Laayati

Hasnaoui

Nayad

et al. 2020

Journal of Chemistry

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“…In general, aminoalcohols are synthesized through the aminolysis of epoxides and considering the applications of β‐aminoalcohols, numerous catalysts such as metal alkoxides, metal triflates, metal amides and triflamide, metal halides, transition metal salts, zirconium sulfophenyl phosphonate, hexafluoro‐2‐propanol under reflux (HFIP), ionic liquid, silica, alumina/modified alumina, montmorillonite clay, zeolites, Fe‐MCM‐41, poly(amidoamine) dendrimer supported on cross‐linked polystyrene, heterodimetallic coordination polymers, and N ‐formyl‐L‐proline, have been developed to afford various types of aminoalcohols in high yields. Along with all these catalysts, water has also been reported to promote the aminolysis of epoxides with aliphatic and aromatic amines without need of any other catalyst, though in these reactions, excess of nucleophiles was used to obtain high yields which emerged the need of purification step.…”

Section: Introductionmentioning

confidence: 99%

Water‐Mediated, Highly‐Efficient and Improved Protocol for the Synthesis of Vesamicol, Its Analogues and β‐Blockers through the Highly‐Chemoselective Aminolysis of Epoxides

Agarwal

Peddinti

2019

ChemistrySelect

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An efficient, eco‐friendly and cost‐effective protocol has been developed for the synthesis of vesamicol, benzovesamicol, spirovesamicol, their analogues and drug molecules such as Naftopidil and SR 59230 A. In this reaction, water has played dual role i. e. of i) bifunctional catalyst and ii) reaction medium. Except reactants, no other chemical reagent/promotor is required to afford the products. Reaction follows 100% atom economy and has been found to be highly chemo‐selective. All studied reactions worked well to yield the corresponding products in excellent to near quantitative yields without following the tedious and time consuming column chromatography as purification step. Thus, this protocol provides the vesamicol and other products without generating any chemical waste to the environment. Furthermore, this methodology has been successfully applied for 15 gm scale also.

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“…We are interested in heterocyclic chemistry [21][22][23][24][25][26]. We have also reported in ring opening of epoxides using different catalysts [ 27]. We have recently used Caro's acid-silicagel as a catalyst [28,29].…”

Section: Introductionmentioning

confidence: 99%

Caro's Acid-Silica Gel Catalyzed Regioselective Ring Opening of Epoxides with Indoles and Imidazoles under Solvent-Free Conditions

et al. 2018

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A B S T R A C TAn efficient and facile procedure has been developed for the ring opening of epoxides with nitrogen heterocycles such as indole and imidazole in the presence of Caro's acid-silica gel (CA-SiO2) as catalyst in solventless system. The reactions were administered underneath Solvent-free conditions. The current methodology offers many benefits like good yields, easy procedure, simple work-up and ecofriendly reaction condition. The catalyst is well ready, stable and economical underneath the reaction conditions.

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A New Strategy for the Aminolysis of Epoxides with Amines Under Solventfree Conditions Using Fe-Mcm-41 as a Novel and Efficient Catalyst

Abstract: A highly efficient method for the aminolysis of epoxides in the presence of a catalytic amount of Fe-MCM-41 is reported. An important advantage of this catalyst is the ease of separating it from the reaction mixture, as well as the fact that it could be recycled a number of times.

Cited by 22 publications

References 20 publications

M-Type SrFe₁₂O₁₉ Ferrite: An Efficient Catalyst for the Synthesis of Amino Alcohols under Solvent-Free Conditions

M-Type SrFe₁₂O₁₉ Ferrite: An Efficient Catalyst for the Synthesis of Amino Alcohols under Solvent-Free Conditions

Water‐Mediated, Highly‐Efficient and Improved Protocol for the Synthesis of Vesamicol, Its Analogues and β‐Blockers through the Highly‐Chemoselective Aminolysis of Epoxides

Caro's Acid-Silica Gel Catalyzed Regioselective Ring Opening of Epoxides with Indoles and Imidazoles under Solvent-Free Conditions

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A New Strategy for the Aminolysis of Epoxides with Amines Under Solventfree Conditions Using Fe-Mcm-41 as a Novel and Efficient Catalyst

Abstract: A highly efficient method for the aminolysis of epoxides in the presence of a catalytic amount of Fe-MCM-41 is reported. An important advantage of this catalyst is the ease of separating it from the reaction mixture, as well as the fact that it could be recycled a number of times.

Cited by 22 publications

References 20 publications

M-Type SrFe12O19 Ferrite: An Efficient Catalyst for the Synthesis of Amino Alcohols under Solvent-Free Conditions

M-Type SrFe12O19 Ferrite: An Efficient Catalyst for the Synthesis of Amino Alcohols under Solvent-Free Conditions

Water‐Mediated, Highly‐Efficient and Improved Protocol for the Synthesis of Vesamicol, Its Analogues and β‐Blockers through the Highly‐Chemoselective Aminolysis of Epoxides

Caro's Acid-Silica Gel Catalyzed Regioselective Ring Opening of Epoxides with Indoles and Imidazoles under Solvent-Free Conditions

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M-Type SrFe₁₂O₁₉ Ferrite: An Efficient Catalyst for the Synthesis of Amino Alcohols under Solvent-Free Conditions

M-Type SrFe₁₂O₁₉ Ferrite: An Efficient Catalyst for the Synthesis of Amino Alcohols under Solvent-Free Conditions