Facile and green synthesis of triarylmethanes using silica sulfuric acid as a reusable catalyst under solvent-free conditions

A facile and environmentally-benign protocol has been developed for the synthesis of triarylmethanes (TAMs) from the reaction of different arenes and aldehydes in the presence of silica sulfuric acid (SSA) as a heterogeneous and reusable catalyst under solvent-free conditions. Easy work-up, short reaction times, high yields, high selectivity, mild and green conditions are other salient features of this method.     

Facile one-pot synthesis of polysubstituted quinolines under solvent-free conditions using sulfamic acid as a reusable catalyst

Abstract  

A facile one-pot synthesis of polysubstituted quinoline derivatives has been demonstrated by using sulfamic acid as a reusable catalyst under solvent-free conditions. The synthetic method provides the basis and advantages of a simple experimental procedure and easy recovery and reuse of catalyst, which makes it a highly practical and environmentally benign pathway for the synthesis of polysubstituted quinolines. Interestingly, this one-pot synthesis could produce the products regioselectively in the presence of dis-symmetrical arylamines.     

Tungstate sulfuric acid as an efficient catalyst for the synthesis of benzoxazoles and benzothiazoles under solvent-free conditions

Tungstate sulfuric acid (TSA) has been found to be an efficient and reusable catalyst for the synthesis of benzoxazole and benzothiazole derivatives via reactions of orthoesters with o-aminophenols or o-aminothiophenols in high yields.     

Cellulose sulfuric acid as a bio-supported and recyclable solid acid catalyst for the one-pot synthesis of 2,4,5-triarylimidazoles under microwave irradiation

Abstract

A simple, rapid, and highly efficient method has been attempted for the three-component condensation of benzil/benzoin, aldehydes, and ammonium acetate under microwave irradiation in the presence of a catalytic amount of bio-supported cellulose sulfuric acid under solvent-free conditions to afford the 2,4,5-triarylimidazole derivatives. The catalyst is easily prepared, inexpensive, separated simply by filtration, gives excellent yield of products with shorter reaction times, and is recyclable several times.     

1,3-Dibromo 5,5-dimethylhydantoin (DBH):A novel and efficient catalyst for the synthesis of 14-aryl-14H-dibenzo[a,j] xanthenes under solvent-free conditions

An atom-efficient and environment-friendly approach for the synthesis of aryl-14H-dibenzo[a,j]xanthenes (3a–o) via the one-pot reaction of β-naphthol and aryl aldehydes (1) catalyzed by DBH has been developed. The present approach offers several advantages such as reduced reaction times, moderate temperature, higher yields, solvent free, eco-friendly reaction condition, easy purification and economic availability of the catalyst.     

Synthesis of 1-amidoalkyl-2-naphthol derivatives using a magnetic nano-Fe3O4@SiO2@Hexamethylenetetramine-supported ionic liquid as a catalyst under solvent-free conditions

Hexamethylenetetramine-functionalized silica-coated nano-Fe₃O₄ particles (MNPs@Hexamethylenetetramine) were prepared as a reusable heterogeneous catalyst using a facile process. The catalyst was synthesized and characterized using infrared, X-ray diffraction, scanning electron microscopy, thermogravimetric analysis, and vibrating sample magnetometer. This magnetic nanocatalyst was employed as an efficient, reusable, and environmentally benign heterogeneous catalyst for the synthesis of amidoalkylnaphthol derivatives from a one-pot three-component condensation reaction of beta-naphthol, aldehydes, and amides in good to excellent yields, Moreover, this catalyst can be easily recovered by using a magnetic field and directly reused for at least seven runs without sign ificant loss of its activity.     

Boric acid as an efficient catalyst for the synthesis of 1,1-diacetate under solvent-free condition

Boric acid (BO₃H₃) is an inexpensive, efficient and mild catalyst for the synthesis of 1,1-diacetate (acylal) from the various aromatic and heteroaryl aldehydes with acetic anhydride at room temperature under solvent-free condition. The present method does not involve any hazardous organic solvents or catalysts. This method gives notable advantages such as excellent chemoselectivity, mild reaction condition, short reaction times and excellent yield.     

One-pot synthesis of various xanthene derivatives using ionic liquid 1, 3-disulfonic acid imidazolium hydrogen sulfate as an efficient and reusable catalyst under solvent-free conditions

In this study, 1,3-disulfonic acid imidazolium hydrogen sulfate （DSIMHS） is used as an efficient and reusable ionic liquid for the green, mild, and efficient synthesis of xanthenes under solvent-free conditions. Simple and easy work-up, low cost, green process, short reaction times and excellent yields of the products are the advantages of this procedure. Further, the catalyst can be recycled and reused at least for four times without a noticeably decrease in its catalytic activity.     

Microwave-assisted efficient synthesis of spiro-fused heterocycles under solvent-free conditions

Spiro-fused heterocycles were synthesized in good to high yields by a pseudo four-component reaction of an aldehyde, urea and a cyclic β-diester or a β-diamide such as Meldrum’s acid or barbituric acid derivatives using microwave irradiation under solvent-free conditions.     

Silica sulfuric acid (SSA) as a solid acid heterogeneous catalyst for one-pot synthesis of substituted pyrroles under solvent-free conditions at room temperature

A variety of N-substituted pyrroles have been synthesized by reacting γ-diketones with amines, diamines or triamine in the presence of silica sulfuric acid (SSA) at room temperature under solvent-free conditions. The experiment protocol features simple operations, and the products are isolated in high to excellent yields (70-98%).     

A novel 3-nitrobenzeneboronic acid as an extremely mild and environmentally benign catalyst for the acetylation of alcohols under solvent-free conditions

A novel 3-nitrobenzeneboronic acid is found to catalyse efficiently the acetylation of a wide range of alcohols as well as phenols with acetic anhydride in good to excellent yields at room temperature under solvent-free conditions. The reactions are clean and the catalyst is mild such that highly sensitive functional groups including oximes are stable to the reaction conditions.     

One-pot,solvent-free and efficient synthesis of 2,4,6-triarylpyridines catalyzed by nano-titania-supported sulfonic acid as a novel heterogeneous nanocatalyst

Nano titania-supported sulfonic acid (n-TSA) has found to be a highly efficient, eco-friendly and recyclable heterogeneous nanocatalyst for the solvent-free synthesis of 2, 4, 6-triarylpyridines through one-pot three-component reaction of acetophenones, aryl aldehydes and ammonium acetate. This reported method illustrates several advantages such as environmental friendliness reaction conditions, simplicity, short reaction time, easy work up, reusability of catalyst and high yields of the products. One new compound is reported too. Furthermore, the catalyst could be recycled after a simple work-up, and reused at least six times without substantial reduction in its catalytic activity.     

A novel polymeric catalyst for the one-pot synthesis of xanthene derivatives under solvent-free conditions

A simple, efficient, and environmentally benign route was developed for the preparation of 14-aryl or alkyl-14H-dibenzo[a,j]xanthene, 1,8-dioxo-octahydroxanthene and 12-aryl??8,9,10,12-tetrahydrobenzo[a]xanthene-11-ones from condensation of various aldehydes with (i) ??-naphthol, (ii) cyclic 1,3-dicarbonyl compounds and (iii) ??-naphthol and cyclic 1,3-dicarbonyl compounds, using novel polymeric catalyst [poly(AMPS-co-AA)] under solvent-free conditions. Use of easily available catalyst, shorter reaction times, better yields, simplicity of the reaction, heterogeneous system, and easy work-up are the advantages of the present method.     

Meglumine sulfate catalyzed solvent-free one-pot synthesis of coumarins under microwave and thermal conditions

A convenient method has been developed for the Pechmann reaction of phenols and β-keto esters catalyzed by meglumine sulfate. Solvent-free conditions, inexpensive catalyst, short reaction times, high yield, and ease of purification of the products are the advantages of this protocol. This novel catalytic system is expected to contribute to the development of more benign Pechmann condensation reactions of phenols with β-keto esters.     

Hybrid crystal NH3(CH2)4NH3SiF6 as an efficient catalyst for the synthesis of benzoxazoles,benzimidazoles and benzothiazoles under solvent-free conditions

An easy synthetic protocol for the synthesis of biologically active benzimidazole, benzothiazole and benzoxazole derivatives has been demonstrated using a hybrid crystal NH₃(CH₂)₄NH₃SiF₆ as a mild and efficient heterogeneous catalyst. Short reaction times, solvent-free conditions, good to excellent yields, easy reusability and use of an eco-friendly catalyst are some of the significant attributes of the present method.     

An efficient Biginelli one-pot synthesis of new benzoxazole-substituted dihydropyrimidinones and thiones catalysed by trifluoro acetic acid under solvent-free conditions

An efficient synthesis of benzoxazole-substituted 3,4-dihydropyrimidinones(DHPMs) using trifluoro acetic acid as the catalyst for the first time from an aldehyde,β-keto ester and benzoxazole-substituted urea/thiourea under solvent-free conditions is described.Compared to the classical Biginelli reaction conditions,this new method consistently has the advantage of excellent yields(80-91%) and short reaction time(40-130 min) at reflux temperature.     

PPA-SiO_2 catalyzed efficient synthesis of polyhydroquinoline derivatives through Hantzsch multicomponent condensation under solvent-free conditions

Silica gel-supported polyphosphoric acid（PPA-SiO₂） was found to be an efficient catalyst for the one-pot four-component Hantzsch condensation reaction of aryl aldehydes,dimedone,ethyl acetoacetate and ammonium acetate to afford the corresponding polyhydroquinoline derivatives in high yields.The main advantages of the present approach are short reaction times,clean reaction profiles,simple experimental and workup procedures.     

N-磺酸基聚(4-乙烯吡啶)硫酸氢铵作为新型、高效、可重复使用的固体酸催化剂用于无溶剂条件下酰化反应(英文)

N-Sulfonic acid poly(4-vinylpyridinum) hydrogen sulfate has been developed as a recyclable solid acid catalyst for the acetylation of alcohols, phenols, thiols, and amines, as well as the 1,1- diacetylation of aldehydes under solvent-free conditions at room temperature. The acetylated products were formed in good to excellent yields over short reaction times, and the catalyst could be readily recovered by filtration and used several times without any discernible loss in activity. The hydrogen sulfate anion of the catalytic system was found to play a critical role in enhancing the reaction time and yield of the acetylation reaction.