Preparation of 3,4,5-substituted furan-2(5H)-ones using HY Zeolite nano-powder as an efficient catalyst

Bahramian, Farzaneh; Fazlinia, Abbas; Mansoor, S. Sheik; Ghashang, Majid; Azimi, Fateme; Biregan, Mohammad Najafi

doi:10.1007/s11164-016-2476-0

Cited by 21 publications

(18 citation statements)

References 28 publications

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“…Previously, furan‐2‐ones have been prepared by employing β‐cyclodextrin, SnCl 2 .2H 2 O, ZnO nanoparticles, [Bu 4 N][HSO 4 ], sucrose, N ‐methyl 2‐pyrrolidonium hydrogen sulfate ([ H ‐NMP]HSO 4 ), SnO nanoparticles, HY Zeolite nano‐powder, watermelon juice, barberry juice, Vitamin B12, and graphene oxide (GO) as catalysts. Moreover, for the synthesis of pyrrol‐2‐ones, literature shows several methods with different catalysts which include acetic acid, I 2 , 1‐methyl‐2‐oxopyrrolidinium hydrogen sulfate ([Hpyro][HSO 4 ]), Cu(OAc) 2 ⋅H 2 O, TiO 2 nanopowder, trityl chloride, [n‐Bu 4 N][HSO 4 ], InCl 3, (S)‐camphorsulfonic acid, nanoZnO, vitamin B12, ethylenediammoniumdiformate (EDDF), 2,6‐pyridinedicarboxylic acid, UiO‐66‐SO 3 H metal‐organic framework, magnetic metal‐organic framework‐based catalyst CoFe 2 O 4 @SiO 2 @IRMOF‐3, Fe 3 O 4 @nano‐cellulose‐OPO 3 H, N,N,N,N ‐tetramethyl guanidinium acetate [TMG][Ac], graphene oxide (GO) etc .…”

Section: Introductionmentioning

confidence: 99%

Efficient and Eco‐Friendly One‐Pot Synthesis of Functionalized Furan‐2‐one, Pyrrol‐2‐one, and Tetrahydropyridine Using Lemon Juice as a Biodegradable Catalyst

Khan

Saigal

et al. 2018

ChemistrySelect

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New and facile one‐pot approach for the syntheses of polysubstituted pyrrol‐2‐one, furan‐2‐one and tetrahydropyridines (THPDs) from easily available starting materials using lemon juice as a green catalyst is presented. The synthesis of diverse furan‐2‐one and pyrrol‐2‐one derivatives were achieved from dialkyl acetylenedicarboxylates, different amines and aldehydes in high yields and short reaction times by employing 0.25 mL of lemon juice at 110 oC under solvent‐free condition. THPDs, on the other hand, were synthesized via the reaction among β‐ketoesters, various aromatic aldehydes, and amines in the presence of 0.25 mL of lemon juice in ethanol at room temperature. The molecular structure of compound pyrrol‐2‐one 7e and THPD 10g were confirmed by the single crystal X‐ray analysis. Application of cheap and green catalyst, environmentally benign reaction condition, good to high yields, applicable to a broad range of substrates and no column chromatographic separation are some salient features of this protocol.

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Section: Introductionmentioning

confidence: 99%

Efficient and Eco‐Friendly One‐Pot Synthesis of Functionalized Furan‐2‐one, Pyrrol‐2‐one, and Tetrahydropyridine Using Lemon Juice as a Biodegradable Catalyst

Khan

Saigal

et al. 2018

ChemistrySelect

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“…However, a quite number of synthetic methods have been reported with interesting merits and demerits of their own for the preparation of mono 2,5‐dihydrofuran‐3‐carboxylate derivatives by employing AcOH, [H‐NMP]HSO 4 , [Bu 4 N][HSO 4 ], β‐cyclodextrin, Al(HSO 4 ) 3 , lactic acid, vitamin B 12 , nano‐ZnO, HY Zeolite, SnO NPs and SnCl 2 as catalysts. Multicomponent reactions (MCRs) play a central role for the construction of pharmacologically and medicinally potent targets in a single operation leading to molecular complexity over regular multistep organic synthesis in terms of efficacy, economy and minimal waste production .…”

Section: Figurementioning

confidence: 99%

An Organocatalytic Novel Synthesis of Polyfunctionalized Bis-2,5-dihydrofuran-3-carboxylates via Domino-MCR Strategy

2017

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For the first time, an elegant, metal‐free and concise route using a pseudo five‐component reaction of dimethyl acetylenedicarboxylate, mono/bis‐ aromatic aldehydes and amines with trifluoroacetic acid as an effective organocatalyst to afford novel and diverse substituted bis‐2,5‐dihydrofuran‐3‐carboxylates in good yields at ambient temperature has been described. The prominent features of this protocol are the energy sustainability, wide range of functional group tolerance, shorter reaction time, no column chromatographic purification, facile experimental and work‐up procedure. The present one‐step, cascade synthetic approach is straightforward that could avoid hazardous reagents/solvents and is turned to be a benign chemistry for the preparation of potent bis‐O‐heterocyclics on a multigram scale.

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“…Thus, as part of our ongoing work to develop new strategies for the preparation of heterocyclic compounds , herein we report a metal silicate catalyzed the three‐component synthesis of 2,4‐diaryl‐9 H ‐pyrido[2,3‐ b ] indoles based on the reaction of indolin‐2‐one, a chalcone and ammonium acetate (Scheme ).…”

Section: Introductionmentioning

confidence: 99%

Preparation of Pyrido[2,3‐b]indole Derivatives Using Silicates of Group 1 and 2 Metals

Sheikh

Fazlinia

2018

Journal of Heterocyclic Chem

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An efficient synthesis of 2,4‐diaryl‐9H‐pyrido[2,3‐b] indole derivatives in aqueous medium via the three‐component reaction of indolin‐2‐one, a chalcone and ammonium acetate was developed using Na2SiO3, K2SiO3, Li2SiO3, CaSiO3, MgSiO3, BaSiO3, SrSiO3, and ZnSiO3 as catalysts. Results of activity evaluations indicated that among of the metal silicate used alkali metal silicates exhibits much higher activity than other samples due to the stronger basicity power and higher solubility in water. Under the optimum reaction conditions, all of the reactions with diverse aromatic aldehydes provided high yields in low reaction times.

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Preparation of 3,4,5-substituted furan-2(5H)-ones using HY Zeolite nano-powder as an efficient catalyst

Cited by 21 publications

References 28 publications

Efficient and Eco‐Friendly One‐Pot Synthesis of Functionalized Furan‐2‐one, Pyrrol‐2‐one, and Tetrahydropyridine Using Lemon Juice as a Biodegradable Catalyst

Efficient and Eco‐Friendly One‐Pot Synthesis of Functionalized Furan‐2‐one, Pyrrol‐2‐one, and Tetrahydropyridine Using Lemon Juice as a Biodegradable Catalyst

An Organocatalytic Novel Synthesis of Polyfunctionalized Bis-2,5-dihydrofuran-3-carboxylates via Domino-MCR Strategy

Preparation of Pyrido[2,3‐b]indole Derivatives Using Silicates of Group 1 and 2 Metals

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