Presence Of β-Cyclodextrin In Water Research Articles

Highly Effective Opening of Epoxides with Aromatic Amines in Presence of β-Cyclodextrin in Water

Highly Effective Opening of Epoxides with Aromatic Amines in Presence of β-Cyclodextrin in Water

Novel and efficient supramolecular synthesis of pyrroles in the presence of β-cyclodextrin in water

Abstract A simple and efficient synthesis of highly substituted pyrroles was achieved in water medium via multi-component strategy, using amine, DMAD/DEAD as well as phenacyl bromide catalyzed by β-CD. Utilizing this protocol various pyrrole derivatives were synthesized in good to excellent yields.

Tandem supramolecular synthesis of substituted 2-aryl-2,3-dihydroquinazolin-4(1H)-ones in the presence of β-cyclodextrin in water

Substituted 2-aryl-2,3-dihydroquinazolin-4(1H)-ones were prepared for the first time in water under neutral conditions by the reaction of aniline, isatoic anhydride, and aldehyde mediated by β-cyclodextrin in good yields. β-Cyclodextrin can be recovered and reused with a little loss of catalytic activity.

Effective Promotion of Beirut Reaction by β-Cyclodextrin in Water

A mild and highly efficient, environmentally friendly procedure has been developed for the conversion from benzofurazan-N-oxides to quinoxaline di-N-oxides in the presence of β-cyclodextrin in water at room temperature with excellent yields. The application of cyclodextrin precludes the use of organic solvent, and the catalyst can be recovered and reused in subsequent reactions with the same catalytic activity. Herein, the Beirut reaction is carried out in the medium of water for the first time. The reaction mechanism was proposed based on the inclusion complexation of β-cyclodextrin with benzofurazan-N-oxides which was confirmed by 1H NMR, ultraviolet/visible spectrum, and infrared spectroscopy.

Efficient and convenient C-3 functionalization of indoles through Ce(OAc)3/TBHP-mediated oxidative C–H bond activation in the presence of β-cyclodextrin

A simple, green and efficient protocol for the selective C-3 functionalization of indoles with ketones and olefinsviaCe(OAc)3-TBHP mediated oxidative C–H activation in the presence of β-cyclodextrin in water has been developed. This atom-economical protocol affords the target products in good to excellent yields. The products can be separated by a simple extraction with organic solvent, and the catalytic system can be recycled and reused without loss of catalytic activity.

Biomimetic synthesis of quinoxalines in water

Various quinoxalines have been synthesized for the first time in the presence of β-cyclodextrin in water. Biomimetic catalysis of β-cyclodextrin is explained by using 1H NMR spectroscopy.

Friedel–Crafts alkylation of indoles with nitroolefins in the presence of β-cyclodextrin in water under neutral conditions

Various indolyl nitroalkanes were prepared by the reaction of indoles with nitroolefins in the presence of β-cyclodextrin in water under neutral conditions. β-Cyclodextrin can be recovered and re-used several times without loss of activity.Key words: β-cyclodextrin, nitroolefins, indoles, neutral conditions, water.

Aqueous-Phase One-Pot Synthesis of 2-Aminothiazole- or 2-Aminoselenazole-5-carboxylates from β-Keto Esters, Thiourea or Selenourea, and N-Bromo-succinimide under Supramolecular Catalysis

2-Amino-4-alkyl- and 2-amino-4-arylthiazole-5-carboxylates and their selenazole analogues were synthesized by α-halogenation of β-keto esters with N-bromosuccinimide, followed by cyclization with thiourea or selenourea, respectively, in the presence of β-cyclodextrin in water at 50 °C.

Regioselective nucleophilic opening of epoxides and aziridines under neutral conditions in the presence of β-cyclodextrin in water

A variety of β-hydroxy nitriles and β-amino alcohols have been synthesized by the regioselective ring opening of epoxides and aziridines under neutral and aqueous conditions in the presence of β-cyclodextrin in good yields.

Direct Barbier‐Type Allylation of Aromatic Acetals and Dioxolanes in the Presence of β‐Cyclodextrin in Water.

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Synthesis of β-Hydroxysulfides from Alkenes under Supramolecular Catalysis in the Presence of β-Cyclodextrin in Water

An environmentally benign and highly efficient procedure has been developed for the direct one-pot synthesis of beta-hydroxysulfides in good yields under neutral conditions from alkenes and thiophenols in the presence of aerial oxygen using beta-cyclodextrin in water. This protocol tolerates a wide variety of functional groups or substrates and does not require the use of either acid or base catalysts. beta-Cyclodextrin can be recovered and reused for a number of runs without any loss of activity.

Aqueous phase synthesis of vic-halohydrins from olefins and N-halosuccinimides in the presence of β-cyclodextrin

A series of bromo- and iodohydrins was prepared regioselectively in excellent yields in one-step procedure by treating the corresponding alkenes at room temperature with NBS and NIS respectively in the presence of β-cyclodextrin in water.

Highly regioselective thiolysis of oxiranes under supramolecular catalysis involving β-cyclodextrin in water

In the presence of β-cyclodextrin in water, ring opening of epoxides with various thiophenols proceeds with high regioselectivity in good yields. β-Cyclodextrin can also be recovered and reused in various runs without affecting the efficiency of the process.

C-3 Selective Ring Opening of 2,3-Aziridino Alcohols and their Derivatives with Nucleophiles in the Presence of β-Cyclodextrin in Water

For the first time a mild and efficient procedure has been developed for the C-3 selective ring opening, under biomimetic conditions, of 2,3-aziridino alcohols and their derivatives with nucleophiles such as aromatic thiols and amines catalyzed by β-cyclodextrin in water at room temperature to afford the corresponding β-amino sulfides and diamines with high regioselectivity in impressive yields. The use of cyclodextrin precludes the use of either acid or base and the catalyst can be recovered and reused.

Direct Barbier-type allylation of aromatic acetals and dioxolanes in the presence of β-cyclodextrin in water

A new and convenient procedure for the synthesis of homoallylic alcohols directly from aromatic acetals and dioxolanes has been developed with very good yields under biomimetic conditions using a Zn-mediated Barbier-type allylation in the presence of β-cyclodextrin in water.

Regioselective Ring‐Opening of Aziridines with Potassium Thiocyanate in the Presence of β‐Cyclodextrin in Water.

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Synthesis of β-hydroxy selenides using benzeneselenol and oxiranes under supramolecular catalysis in the presence of β-cyclodextrin in water

A simple and efficient method for the synthesis of β-hydroxy selenides is reported at room temperature in impressive yields for the first time by the highly the regioselective ring-opening of oxiranes with benzeneselenol in water under supramolecular catalysis in the presence of β-cyclodextrin. This is a direct one-pot synthesis of β-hydroxy selenides under mild conditions using water as solvent and has many advantages over the existing methodologies. β-Cyclodextrin can also be recovered and reused.

Regioselective ring-opening of aziridines with potassium thiocyanate in the presence of β-cyclodextrin in water

Aziridines are cleaved regioselectively with KSCN in the presence of β-cyclodextrin in water at room temperature with excellent yields.

Selective and efficient oxidation of sulfides to sulfoxides with N-bromosuccinimide in the presence of β-cyclodextrin in water

A simple and highly selective oxidation of sulfides to sulfoxides with N-bromosuccinimide (NBS) catalyzed by β-cyclodextrin in water has been developed. A series of sulfides were oxidized selectively at room temperature in excellent yields. This reaction proceeds without over-oxidation to sulfones under mild conditions using water as a solvent and has many advantages over the existing methodologies.

Direct synthesis of carbonyl compounds from THP ethers with IBX in the presence of β-cyclodextrin in water

Water, an environmentally friendly reaction medium, has been utilized for the oxidative deprotection of tetrahydropyranyl ethers 1 with IBX at room temperature in the presence of β-cyclodextrin to give the corresponding carbonyl compounds 2 .