A facile approach for the synthesis of 14-aryl- or alkyl-14H-dibenzo[a,j]xanthenes under solvent-free condition

A facile, efficient and environment-friendly protocol for the synthesis of 14-aryl- or alkyl-14H-dibenzo[a,j]xanthenes has been developed by one-pot condensation of 2-naphthol with aliphatic and aromatic aldehydes in the presence of P₂O₅ or InCl₃ as catalysts under solvent-free conditions. The present approach offers the advantages of clean reaction, simple methodology, short reaction time, high yield, easy purification, and economic availability of the catalyst.     

Heterogeneous catalyst: Amberlyst-15 catalyzes the synthesis of 14-substituted-14H-dibenzo[a,j]xanthenes under solvent-free conditions

A one-pot condensation of β-naphthol with aldehydes in the presence of Amberlyst-15 to give 14-substituted-14H-dibenzo[a,j]xanthenes under solvent-free condition is described.     

Silica supported sodium hydrogen sulfate(NaHSO4/SiO2): A mild and efficient reusable catalyst for the synthesis of aryl-14-H-dibenzo[a,j]xanthenes under solvent-free conditions

A simple and efficient procedure for the preparation of aryl-14-H-dibenzo[a,j]xanthenes by a one-pot condensation reaction of 2-naphthol and aryl aldehydes,in the presence of silica supported sodium hydrogen sulfate(NaHSO_4/SiO_2)as a catalyst and in the absence of solvent has been developed.The present method offers several advantages such as excellent yields,short reaction time (10-30 min),mild condition,simple work-up,and the use of a cheap and environmentally friendly catalyst with remarkable reusability.     

BF3·SiO2: an efficient alternative for the synthesis of 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes

Silica-supported boron trifluoride (BF₃·SiO₂) is an efficient, readily available, and reusable catalyst for the synthesis of 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes by condensation of 2-naphthol and aldehydes. This reaction under heating or sonication conditions is very simple, affording good to excellent yields of products.     

A novel direct and one-pot Mannich synthesis of fluorinated β-aminobutanones with sulfamic acid as a green catalyst

A variety of fluorinated β-aminobutanones could be obtained in good to excellent yields at room temperature through the direct and three-component Mannich reactions of unmodified acetone with aldehydes and fluorinated anilines in one-pot procedure. Among the catalysts screened, sulfamic acid was tested to the best in aspect of outstanding stability, inexpensive cost, ready recovery and excellently catalytic activity. All the new compounds were confirmed by IR, ¹H NMR, ¹³C NMR, ¹⁹F NMR and microanalysis.     

pTSA-catalyzed one-pot synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-ones in ionic liquid and neat conditions

Multi-component condensation of β-naphthol, aromatic aldehydes, and cyclic 1,3-dicarbonyl compounds catalyzed by p-toluenesulfonic acid has been accomplished for the synthesis of a series of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-ones in ionic liquid([bmim]BF₄) and in solvent-free media. High yields, ease of recovery, and reusable reaction medium (ionic liquid) with consistent activity makes this protocol efficient and environmentally benign.     

A synthetic route to 11-(1H-pyrrol-1-yl)-11H-indeno[1,2-b]quinoxaline derivatives exploiting a three-component coupling strategy under microwave irradiation

11H-Indeno[1,2-b]quinoxalin-11-ones generated in situ from ninhydrin and various 1,2-phenylenediamines, catalysed by montmorillonite K10 under microwave irradiation, condense with 4-hydroxyproline to produce 11-(1H-pyrrol-1-yl)-11H-indeno[1,2-b]quinoxaline derivatives in good yields.     

Efficient one-pot synthesis of 14-substituted-14H-dibenzo[a,j]xanthenes using boric acid under solvent-free conditions

<正>Boric acid efficiently catalysed the one-pot reaction of alkyl or aryl aldehydes with 2-naphthol to afford the corresponding 14- alkyl-or aryl-14H-dibenzo[a,j]xanthenes in good yields under solvent-free conditions.     

An efficient and solvent-free one-pot synthesis of 1,4-dihydropyridines under microwave irradiation

An efficient synthesis of 1,4-dihydropyridines using lanthanum oxide as a catalyst from aldehydes,β-ketoester and ammonium acetate without solvent under the irradiation of microwave is described.Compared with the classical Hantzsch reaction,this new method has the advantage of good yield(90-98%) and short reaction time(40-80 s).     

One-pot,three component synthesis of novel 5H-[1,3,4]thiadiazolo[3,2-a]pyrimidine-6-carboxylate derivatives by microwave irradiation

An efficient one-pot synthetic method for the highly substituted 5H-[1,3,4]thiadiazolo[3,2-a]pyrimidine-6-carboxylate derivatives has been accomplished via a microwave irradiation of MCRs of various aldehydes, 2-aminothiadiazole, and acetoacetate without any catalyst in acetic acid. This approach provides a convenient one pot method for the synthesis of 5H-[1,3,4]thiadiazolo[3,2-a]pyrimidine-6-carboxylate derivatives.     

Indium(III)chloride catalyzed synthesis of novel 1H-pyrazolo[1,2-b]phthalazine-5,10-diones and 1H-pyrazolo[1,2-a]pyridazine-5,8-diones under solvent-free condition

An efficient, inexpensive and environmentally friendly synthesis of novel 3-amino-2-benzoyl-1-aryl-1H-pyrazolo[1,2-b]phthalazine-5,10-dione and 3-amino-2-benzoyl-1-aryl-1H-pyrazolo[1,2-a]pyridazine-5,8-dione derivatives has been developed via one-pot three-component reaction of phthalhydrazide or maleic hydrazide, aldehydes and arylacetonitrile in the presence of catalytic amount of InCl₃ as a Lewis acid catalyst under solvent-free conditions. The most important features of the present protocol are mild reaction conditions, short reaction times, high yields, and a wide range of functional group tolerance.     

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.     

A rapid and efficient protocol for the synthesis of novel nitrothiazolo[3,2-c]pyrimidines via microwave-mediated Mannich cyclisation

Several 6-substituted-8-nitrothiazolo[3,2-c]pyrimidine derivatives have been obtained very efficiently by a multicomponent cyclisation of 2-(nitromethylene)thiazolidine, formaldehyde and various aliphatic or aromatic amines in water, using both microwave irradiation and conventional heating. Reaction yields were considerably higher and the reaction times very much reduced using microwave heating when compared to conventional heating, resulting in the definition of a rapid and efficient synthetic protocol.     

An efficient one-pot synthesis of tetrahydrobenzo[a]xanthene-11-one and diazabenzo[a]anthracene-9,11-dione derivatives under solvent free condition

Indium(III) chloride catalyzed one-pot synthesis of 12-aryl/alkyl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-one and 8,10-dimethyl-12-aryl-8,12-dihydro-7-oxa-8,10-diazabenzo[a]anthracene-9,11-dione derivatives have been achieved by three component cyclocondensation of aldehydes, β-naphthol and cyclic 1,3-dicarbonyl compounds under solvent free condition in high yields. P₂O₅ too has been found as an effective catalyst towards this transformation.     

One-pot synthesis of novel spiro 2,3,7,8-tetrahydro-benzo[1,2-b:5,4-b′]dipyran-4,6-dione and 2,3,8,9-tetrahydro-benzo[1,2-b:4,3-b′]dipyran-4,10-dione derivatives

An efficient synthesis of novel spiro 2,3,7,8-tetrahydro-benzo[1,2-b:5,4-b′]dipyran-4,6-dione and 2,3,8,9-tetrahydro-benzo[1,2-b:4,3-b′]dipyran-4,10-dione derivatives in high yields under microwave irradiation is described. The reaction was also studied under conventional heating conditions.     

An efficient and eco-friendly synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes using H4[SiW12O40] as a heterogeneous and reusable catalyst under solvent-free conditions

A simple and efficient catalytic protocol for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes via the one-pot condensation ofβ-naphthol and aryl aldehydes using silicotungstic acid(H₄[SiW₁₂O₄₀]) is reported.The present method offers several advantages such as high to excellent yields,short reaction times,recovery and reusability of catalyst,mild reaction conditions and easy workup procedures.     

Iron fluoride: the most efficient catalyst for one-pot synthesis of 4H-pyrimido[2,1-b]benzothiazoles under solvent-free conditions

A new iron fluoride assisted convenient and efficient strategy for the preparation of 4H-pyrimido[2,1-b]benzothiazoles derivatives in solvent-free media is described. The reactions can be performed at low-catalyst loadings with excellent functional group tolerance. The catalyst can be readily recovered and reused for next reaction for at least three runs without any significant impact on the yields of the products. The easy recovery of the catalyst and high yield of the products make the protocol attractive, sustainable, and economic.     

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.     

A practical access to novel 2-amino-5-arylidene-1,3-thiazol-4(5H)-ones via sulfur/nitrogen displacement under solvent-free microwave irradiation

A new effective approach to the synthesis of a small library of 2-amino-5-arylidene-1,3-thiazol-4(5H)-ones was reported using solvent-free reaction conditions under microwave irradiation. In the first step, rhodanines were subjected to Knoevenagel condensation with aryl aldimines according to a facile one-pot protocol. Then the (5Z)-5-arylidene rhodanine derivatives were transformed directly into the corresponding 2-amino-1,3-thiazol-4(5H)-ones by sulfur/nitrogen displacement reaction under microwaves with retention of configuration and good overall yields.