Chemoselective deprotection of trityl ethers using silica-supported sodium hydrogen sulfate

A highly selective method for the cleavage of trityl ethers over a wide range of functional groups has been developed using silica-supported sodium hydrogen sulfate (NaHSO₄-SiO₂) as a heterogeneous catalyst. The conversion occurred at room temperature and the yields of the alcohols were found to be excellent.     

Regioselective hydrothiolation of terminal acetylene catalyzed by magnetite (Fe3O4) nanoparticles

Herein, we report a new and solvent-free methodology for the preparation of vinyl thioethers from terminal alkynes and thiols, using magnetite (Fe₃O₄) nanoparticles as a recyclable catalyst. With this greener method, the desired vinyl thioethers were achieved in good yields and with good stereoselectivity. In addition, the catalyst was easily recovered using a simple external magnet and reused for further catalytic reactions without significant loss of activity up to the fifth cycle.     

Solvent-Free NaHSO4-SiO2-Catalyzed Efficient Tetrahydropyranylation of Alcohols and Phenols

A simple and efficient tetrahydropyranylation of alcohols and phenols has been developed using NaHSO₄-SiO₂ (0.5 mol%) as a catalyst under solvent-free conditions to yield corresponding tetrahydropyranyl ethers in excellent yields.     

Synthesis of one-pot pyrazolo[4′,3′:5,6]pyrano[2,3-c]phenazin-15-yl) methanone derivatives via a multi-component using Fe3O4@TiO2-SO3H as a recoverable magnetic catalyst under microwave irradiation

ABSTRACT

A new one-pot method for the synthesis four-component of pyrazolo[4′,3′:5,6]pyrano[2,3-c]phenazin-15-yl)methanone derivatives has been developed in the presence of nano Fe₃O₄@TiO₂-SO₃H catalysts (heterogeneous acid) under microwave conditions and in a solvent-free environment at 180?W. One of the benefits of using this catalyst was its re-use in subsequent stages of its reaction without much loss in its activity, which was carried out by an external magnet and recovered. The catalyst was synthesized and characterized by XRD, EDX, TEM, FESEM, TGA-DTA, BET, VSM and AFM. The productivity of the products obtained from this protocol (MAOS) is significantly high and the shorter reaction time in the synthesis process over the reflux method. These results showed advantages for synthesis, such as mild reaction conditions, no use of toxic catalysts in the laboratory, solvent-free environment, low energy consumption and Economically Affordable.     

Ytterbium triflate catalyzed synthesis of β-keto enol ethers

β-Keto enol ethers have been synthesized in very good yield in solvent-free conditions from differently substituted alcohols and β-diketones in the presence of Yb(OTf)₃ as catalyst. The method is applicable to both cyclic and acyclic β-diketones with only slight differences in the experimental procedure.     

A modified reaction for the preparation of amidoalkyl naphthols

An efficient synthesis of amidoalkyl naphthols using FeCl₃·SiO₂ as a heterogeneous catalyst is described. This thermal solvent-free procedure offers advantages such as shorter reaction times, simple work-up, excellent yields, and recovery and reusability of the catalyst.     

First sonochemical,simple and solvent-free synthesis of chiral tert-butanesulfinimines using silica supported p-toluenesulfonic acid

A solvent-free, versatile procedure has been developed for the effective synthesis of tert-butanesulfinylimines of a variety of aldehydes using chiral tert-butanesulfinamides under green, sonochemical conditions. This method utilizes silica supported p-toluenesulfonic acid (pTSA·SiO₂) as an efficient, safer and inexpensive catalyst under aerobic conditions. The practicable simplicity, easy preparation of the catalyst from readily available substances, high substrate scope, excellent yields of products in short reaction times and environmentally benign (solvent-free sonochemical) conditions are the exceptional assets of this finding.     

Dodecatungestophosphoric acid (H3PW12O40) as a solid green BrØnsted acid catalyzes high yielding and efficient trimethylcyanosylilation reactions of aldehydes and ketones by trimethylsilyl cyanide

An efficient solvent-free method is described for the addition of TMSCN to carbonyl groups employing dodecatungestophosphoric acid (H₃PW₁₂O₄₀) as a heterogeneous and environmentally benign catalyst. By this method, aromatic, aliphatic, cyclic and heterocyclic aldehydes and ketones are converted into their corresponding cyanotrimethylsilyl ethers in excellent yields (89-98%) in short reaction times (<10 min).     

An efficient ZrCl4 catalyzed one-pot solvent free protocol for the synthesis of 4-substituted coumarins

A versatile and efficient route to 4-substituted coumarins via a Pechmann reaction using ZrCl₄ as the catalyst (10 mol %) is described. This method provides several advantages over alternative procedures such as mild, solvent-free conditions at ambient temperature, and direct isolation of the products in high yields.     

The Synthesis and Bioactivity of Dimethyl (2,3- Dihydrobenzo[b][1,4]Dioxin-6-Yl)(Aryl Amino)Methylphosphonates

Abstract

A new series of α-aminophosphonates have been synthesized by a one-pot three-component reaction of 2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde, various amines, and dimethyl phosphite by using nano-TiO₂ as a catalyst under solvent-free conditions at 50°C. The major advantages of the present method are high yields, short reaction times, recyclable catalyst, and solvent-free reaction conditions. Among these new structurally diversified set of α-aminophosphonates, dimethyl (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(3-nitrophenylamino) methylphosphonate and dimethyl (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(4-fluoro-3-nitro-phenyl-amino) methylphosphonate have shown higher antioxidant activity in diphenyl picryl hydrazyl (DPPH) scavenging, reducing power assay, and lipid peroxidation methods.     

Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Using Ce(SO4)2-SiO2 as a Heterogeneous and Recyclable Catalyst

A simple and efficient synthesis of 3,4-dihydropyrimidinones or thiones is described, using silica-supported ceric sulfate [Ce(SO₄)₂-SiO₂] as a heterogeneous catalyst from an aldehyde, 1,3-dicarbonyl compound, and urea or thiourea at 110 °C under solvent-free conditions. Compared with the classical Biginelli reaction, this new method consistently has better yields, short reaction time, easy separation, and tolerance toward various functional groups.     

An efficient method for the synthesis of acylals from aldehydes using silica-supported perchloric acid (HClO4-SiO2)

The synthesis of acylals from structurally diverse aldehydes has been performed in excellent yields under solvent-free conditions using HClO₄-SiO₂ as a mild, convenient, reusable, and heterogeneous catalyst. The procedure is operationally simple, environmentally benign and has the advantage of enhanced atom utilization. Furthermore, the catalyst can be recovered simply and reused efficiently a number of times without appreciable loss of activity.     

Preparation, characterization and catalyst application of ternary interpenetrating networks of poly 4-methyl vinyl pyridinium hydroxide-SiO2-Al2O3

In this work, Al₂O₃ was mixed with SiO₂ and poly 4-vinylpyridine by the sol-gel method in order to make a composite which is used as a heterogeneous basic catalyst for Knoevenagel condensation reaction. The physical and chemical properties of the composite catalyst were investigated by XRD, FT-IR, TG, BET and SEM techniques. The catalytic performance of each material was determined for the Knoevenagel condensation reaction between carbonyl compound and malononitrile. The reactions were performed in solvent-free conditions and the product was obtained in high yield and purity after a simple work-up. The effects of the amount of catalyst, amount of monomer for the synthesis of composite and recyclability of the heterogeneous composite were investigated. The composite catalyst used for this synthetically useful transformation showed considerable level of reusability besides very good activity.     

Fe(HSO4)3 Promoted Trimethylsilylation of Alcohols and Phenols in Solution and Under Solvent-Free Conditions

Summary. Alcohols and phenols are efficiently converted to their corresponding trimethylsilyl ethers with hexamethyldisilazane (HMDS) in the presence of Fe(HSO₄)₃ in solution and under solvent-free conditions.     

Tris(pentafluorophenyl)borane: a mild and efficient catalyst for the chemoselective tritylation of alcohols

An efficient acid-catalyzed protection of alcohols as trityl ethers is described using triphenylmethanol in the presence of tris(pentafluorophenyl)borane (3 mol %) in dichloromethane at room temperature. The chemoselectivity of this protocol is demonstrated by studying the tritylation of a primary alcohol in the presence of a secondary alcohol and also the mildness of this catalyst was studied with substrates containing acid labile protecting groups.     

ZnFe2O4 nanoparticles: A green and recyclable magnetic catalyst for fast and regioselective conversion of epoxides to vicinal hydroxythiocyanates using NH4SCN under solvent-free conditions

ZnFe₂O₄ nanoparticles were synthesized and used as recyclable magnetic catalyst in the solvent-free conversion of different epoxides to vicinal hydroxythiocyanates with NH₄SCN at room temperature. The reactions were carried out by grinding in a mortar with perfect regioselectivity within short times (2-25 min) and with high to excellent yields (75–95%). The nanocatalyst was separated easily using an external magnet and reused for four consecutive cycles without any noticeable loss of efficiency or magnetic property.     

Facile and Highly Selective Deprotection of tert‐Butyldimethyl Silyl Ethers using Sulfated SnO2 as a Solid Catalyst

Highly selective deprotection of tert‐butyldimethylsilyl ethers at room temperature has been described using sulfated SnO₂ as an efficient solid catalyst.     

A one-pot synthesis of 5,5-disubstituted hydantoin derivatives using magnetic Fe3O4 nanoparticles as a reusable heterogeneous catalyst

A facile and rapid method for the one-pot synthesis of 5,5-disubstituted hydantoins in the presence of magnetic Fe₃O₄ nanoparticles has been developed. The multicomponent reactions of carbonyl compounds (aldehydes and ketones), potassium cyanide and ammonium carbonate were carried out under solvent-free conditions to obtain various hydantoin derivatives. The magnetic catalyst could be readily separated by an external magnet from the reaction mixture. This procedure has many advantages, such as the use of a reusable magnetic catalyst, high yields, short reaction times, simplicity and very easiness with implementing the methodology.     

Synthesis of New and Novel N-Protected 1-Aminoalkyl-2-naphthol Derivatives

A series of three-component reactions has been carried out using HClO₄-SiO₂ as a versatile heterogeneous catalyst. A series of new and novel N-protected 1-aminoalkyl-2-naphthol derivatives have been prepared under thermal solvent-free reaction conditions. In all cases, the reaction conditions were very simple and high-yielding.     

Nano Fe3O4 as magnetically recyclable catalyst for the synthesis of α-aminophosphonates in solvent-free conditions

The three component, one-pot synthesis of α-aminophosphonates has been achieved using super magnetic nano iron oxide at 50 °C under solvent-free conditions in excellent yields. The major advantages of the present method are high yields, short reaction times, magnetically recyclable catalyst, and solvent-free reaction conditions.