L-Pyrrolidine-2-Carboxylic Acid Sulfate: A New Ionic Liquid for the Synthesis of Bioactive Tetrahydrobenzo[b]pyrans

Godse, Vaibhav W.; Sonwane, Umesh R.; Pawar, Parmeshwar P.; Rindhe, Sahebrao S.; Kendrekar, Pravin; Pawar, Rajendra P.

doi:10.1080/00304948.2017.1342512

Cited by 7 publications

(2 citation statements)

References 40 publications

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“…Strong acids or high temperature in the presence of volatile organic compounds. [12][13][14][15][16][17][18][19][20] All of these have cons and pros but now a day's researcher would like to go for more eco-friendly method which can minimize the hazardous byproducts.…”

Section: Introductionmentioning

confidence: 99%

Efficient and One-pot Synthesis of Tetrahydro[b]Pyran Derivatives Catalyzed by Copper Doped Iron Tartarate

Walle¹,

Ingle²,

Pawar³

2021

JSR

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The multicomponent environment benign synthesis of tetrahydro[b]pyran derivatives has been prepared by using aldehydes, malanonitrile and dimedone. The reaction is catalyzed by metal tartarate i.e. CuFe2(C4H4O6)3.6H2O, the synthesized catalyst was characterized by XRD and TEM analytical techniques which reveal the crystalline nature, size and shape of the catalyst particles. The used metal tartarate for synthesis was water soluble and reusable hence even after frequent use it did not lost its activity. The products of given three component synthesis was obtained in very short period of time and has moderate to excellent yield. The synthesis includes green approach due to solvent free condition and easy work-up.

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Section: Introductionmentioning

confidence: 99%

Efficient and One-pot Synthesis of Tetrahydro[b]Pyran Derivatives Catalyzed by Copper Doped Iron Tartarate

Walle¹,

Ingle²,

Pawar³

2021

JSR

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“…Some biologically active tetrahydrobenzo [b]pyrans Due to the importance of these category of heterocycles, many research groups have tried to synthesize them using various catalytic methods. The synthesis of these compounds has been studied by employing catalysts such as L-ascorbic acid, 12 water extract of muskmelon fruit shell ash (WEMFSA), 13 cinchonine, 14 humic acid supported ionic liquid, 15 sodium malonate, 16 sodium citrate, 17 N,Ndimethylbenzylamine (DMBA), 18 potassium phthalimide, 19 potassium hydrogen phthalate, 20 1-ethyl-3methylimidazolium 2-hydroxybenzoate, 21 L-pyrrolidine-2-carboxylic acid sulfate, 22 1,3dihexylimidazolium 2-aminobenzoate, 23 choline taurinate, 24 artificial sweetener ionic liquid, 25 triethanolamine, 26 1-methyl-3-(2-phenoxyethyl)-1H-imidazol-3-ium hydroxide, 27 choline chloridepentaerythritol, 28 1-ethyl-3-methylimidazolium acetate, 29 bovine serum albumin and NaCl (ball milling method), 30 lipase from Thermomyces lanuginosus immobilized on particle silica gel (TLIM), 31 trishydroxymethylaminomethane, 32 ammonium carbonate, 33 MgSO4, 34 K2CO3/montmorillonite, 35 and free-ZnO nanoparticles. 36 Electrolysis using LiClO4 37 or deep eutectic solvent, 38 catalyst-free using UV365 light, 39 magnetized water, 40 aqueous ethylene glycol at 100 °C41 as well as aqueous PEG-400 42 are among approaches for the synthesis of tetrahydrobenzo [b]pyrans.…”

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confidence: 99%

Three-Component Synthesis of Tetrahydrobenzo[b]pyrans Catalyzed by Sodium Cyclamate

Kiyani¹,

Baghaie²

2022

HETEROCYCLES

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The one-pot three-component cyclocondensation for the synthesis of tetrahydrobenzo [b]pyran derivatives in the presence of sodium cyclamate has been investigated. The three-component reaction was carried out in water medium under refluxing condition. Screening the reaction conditions revealed that 20 mol% sodium cyclamate refluxing water afforded the best results. Under green conditions, different substituted tetrahydrobenzo[b]pyrans were obtained from simple available starting materials, including malononitrile, functionalized benzaldehydes, and dimedone, via using an established efficient and straightforward approach.Multicomponent reactions (MCRs) involve at least three reactants that reacted in one-pot approach to synthesize valuable organic compounds and pharmacologically active molecules with high complexity and diversity as well as minimum side reactions. Green bond-forming, atomic and structural economy, step economy, high bond-forming index, avoidance of complicated purification processes and separation of intermediates, time-saving, mild conditions, environmental friendliness, elimination of waste production, energy-saving, and excellent functional group compatibility are the merits of MCRs. 1 In this reason, MCRs have been used for the synthesis of various heterocyclic compounds. 2 Tetrahydrobenzo[b]pyran derivatives are one of the biologically scaffolds owing to their applications in the synthetic and medicinal chemistry. 3 These important oxygen-containing heterocyclic compounds exhibit bioactivities, including anti-coagulant, 3 anti-anaphylactic, 3 calcium antagonist, 3 anticancer, 4 antibacterial, 5 anti-inflammatory, 6 lactamase inhibitor, 7 antifungal, 8 antioxidant, 8 anti-Huntington, anti-Alzheimer, anti-Schizophrenia, and anti-Parkinson. 3,9 The structures of some biologically active tetrahydrobenzo [b]pyrans are depicted in Figure 1. Besides, tetrahydrobenzo[b]pyrans were applied as starting materials to synthesize spirocyclopropylbarbiturates, 10 spirocyclopropylpyrazolones,

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Introduction of bis-imidazolium dihydrogen phosphate as a new green acidic ionic liquid catalyst in the synthesis of arylidene malononitrile, ethyl (E)-3-(aryl)-2-cyanoacrylate and tetrahydrobenzo[b]pyran derivatives

2021

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L-Pyrrolidine-2-Carboxylic Acid Sulfate: A New Ionic Liquid for the Synthesis of Bioactive Tetrahydrobenzo[b]pyrans

Cited by 7 publications

References 40 publications

Efficient and One-pot Synthesis of Tetrahydro[b]Pyran Derivatives Catalyzed by Copper Doped Iron Tartarate

Efficient and One-pot Synthesis of Tetrahydro[b]Pyran Derivatives Catalyzed by Copper Doped Iron Tartarate

Three-Component Synthesis of Tetrahydrobenzo[b]pyrans Catalyzed by Sodium Cyclamate

Introduction of bis-imidazolium dihydrogen phosphate as a new green acidic ionic liquid catalyst in the synthesis of arylidene malononitrile, ethyl (E)-3-(aryl)-2-cyanoacrylate and tetrahydrobenzo[b]pyran derivatives

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