Diastereoselective synthesis of trans -2,3-dihydrofuro[3,2-c]coumarins by MgO nanoparticles under ultrasonic irradiation

Safaei‐Ghomi, Javad; Babaei, Pouria; Shahbazi‐Alavi, Hossein; Zahedi, Safura

doi:10.1016/j.jscs.2016.01.003

Cited by 20 publications

(5 citation statements)

References 32 publications

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“…Safaei-Ghomi et al 192 demonstrated the ultrasound irradiation technique as an eco-friendly activation method for the highly diastereoselective synthesis of coumarin-fused furans, namely furo[3,2- c ]coumarins 157 ( Scheme 44 ). Under the influence of 3 mol% of magnesium oxide nanoparticles (MgO NPs) as a highly reactive catalyst, the respective products 157 were accomplished from readily available substituted 4-hydroxycoumarin 154, aromatic aldehydes 23, bromo-substituted acetophenone 155, and pyridine 156 in ethanol at room temperature.…”

Section: Ultrasound Irradiation-promoted Transition-metal-free Synthe...mentioning

confidence: 99%

Ultrasound-assisted transition-metal-free catalysis: a sustainable route towards the synthesis of bioactive heterocycles

Borah

Chowhan

2022

RSC Adv.

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Section: Ultrasound Irradiation-promoted Transition-metal-free Synthe...mentioning

confidence: 99%

Ultrasound-assisted transition-metal-free catalysis: a sustainable route towards the synthesis of bioactive heterocycles

Borah

Chowhan

2022

RSC Adv.

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“…Safaei-Ghomi et al reported the diastereoselective synthesis of trans-2,3-dihydrofuro[3,2-c]coumarins by using MgO nanoparticles under ultrasonic irradiation (Scheme 42) [92]. The MgO NPs was synthesized by reported methods [88], elucidation of the structure was done by SEM and XRD techniques and later were used as a catalyst for aforesaid transformation.…”

Section: Synthesis Of Coumarinsmentioning

confidence: 99%

MgO nanoparticles: Synthesis, characterization, and applications as a catalyst for organic transformations

et al. 2021

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Currently, the size and shape selective synthesis of nanoparticles (NPs) and their varied catalytic applications are gaining significant enthusiasm in the field of nanochemistry. Homogeneous catalysis is crucial due to its inherent benefits like high selectivity and mild reaction conditions. Nevertheless, it endures with serious disadvantages of catalysts and/or product separation/recycles compared to their heterogeneous counterparts restricting their catalytic applications. The utilization of catalysts in the form of nano-size is an elective methodology for the combination of merits of homogeneous and heterogeneous catalysis. Magnesium oxide (MgO) NPs are important as they find applications for catalysis, organic transformation, and synthesis of fine chemicals and organic intermediates. The applications of MgO NPs in diverse organic transformations including oxidation, reduction, epoxidation, condensation, and C-C, C-N, C-O, C-S bond formation in a variety of notable heterocyclic reactions are also discussed. The use of MgO NPs in organic transformation is advantageous as it mitigates the use of ligands; the procurable separation of catalyst for recyclability makes the protocol heterogeneous and monetary. MgO NPs gave efficacious catalytic performance towards the desired products due to high surface area. By considering these efficient merits, scientists have focused their attentions towards stupendous applications of MgO NPs in selective organic transformation. In the current review article, we summarized the synthesis of MgO NPs and numerous characterization techniques, whereas the application section illustrates their utility as a catalyst in several organic transformations. We believe this decisive appraisal will provide imperative details to further advance the application of MgO NPs in selective catalysis.

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“…21 In addition, tetrabutylammonium bromide (TBAB) can be used to catalyze the reaction of 4-hydroxycoumarin with ethyl benzylidenecyanoacetate to synthesize pyrano [3,2-c]coumarin derivatives (Scheme 1b). 22 There have been many related reports on synthetic methods for these compounds using many catalysts, such as metal catalysts (Fe, Cu, Pd), [23][24][25][26][27][28] NaBr, 29 ZnO, [30][31][32] hexamethylenetetramine, 33 and potassium phthalimide. 34 The major disadvantages of using these catalysts are unsatisfactory yields, long reaction times, complicated operations, and high cost.…”

Section: Examples 40-93% Yieldmentioning

confidence: 99%

One-Pot Synthesis of 4H-Pyrano[3,2-c]coumarin Derivatives Catalyzed by Deep Eutectic Solvent

Xie

Yang

et al. 2021

Synthesis

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4H-Pyrano[3,2-c]coumarin derivatives are an important class of pharmaceutical compounds that are expensive to prepare by previously reported methods. An efficient and green method was developed to obtain these derivatives using the deep eutectic solvent (DES) zinc chloride/acetamide (n:n = 1:4), which acted as both the catalyst and the solvent for the reaction. An aromatic aldehyde, 4-hydroxycoumarin, and cyanoacetate were used as the substrates. The DES, substrate molar ratio, diluent type, temperature, and reaction time were optimized to obtain the 4H-pyrano[3,2-c]coumarin derivatives from a range of aromatic aldehydes in a single step in moderate to high yields and under mild reaction conditions.

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Diastereoselective synthesis of trans -2,3-dihydrofuro[3,2-c]coumarins by MgO nanoparticles under ultrasonic irradiation

Cited by 20 publications

References 32 publications

Ultrasound-assisted transition-metal-free catalysis: a sustainable route towards the synthesis of bioactive heterocycles

Ultrasound-assisted transition-metal-free catalysis: a sustainable route towards the synthesis of bioactive heterocycles

MgO nanoparticles: Synthesis, characterization, and applications as a catalyst for organic transformations

One-Pot Synthesis of 4H-Pyrano[3,2-c]coumarin Derivatives Catalyzed by Deep Eutectic Solvent

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