A H_(4)SiW_(12)O_(40)-catalyzed three-component tandem reaction for the synthesis of 3,3-disubstituted isoindolinones

A H_(4)SiW_(12)O_(40)-catalyzed three-component tandem reaction of 2-acylbenzoic acids,primary amines and phosphine oxides to form 3,3-disubstituted isoindolinones was developed.By employing A H_(4)SiW_(12)O_(40)as the catalyst and dimethyl carbonate(DMC)as the solvent,a diverse range of 2-acylbenzoic acid derivatives and primary amines worked well to give the C3-phosphinoyl-functionalized 3,3-disubstituted isoindolinones with the yield range of 61%-87%.Advantages of this transformation include green catalyst and solvent,available starting materials,broad substrate scope,high efficiency and operational simplicity with water as the sole by-product.The strategy achieved an efficient and green molecular fragment assembly to access isoindolinones,which would provide opportunities for the synthesis of potential biologically active molecules in a green manner.

Microwave-assisted one-pot synthesis of 3-substituted-3,4-dihydrocoumarins via tendem Konevenagel and Hantzsch reactions

A convenient route for the synthesis of 3,4-dihydrocoumarin derivates from salicylaldehyde derivates and 1,3-dicarbonyl compounds under solvent-free microwave irradiation conditions was described. In this way, a range of compounds was obtained in moderate to good yields in a short reaction time.

Facile One-Pot Synthesis of Novel Hexahydro-2-quinolinecarboxylic Acids under Solvent-Free Reaction Conditions

A simple and fastthree-component synthesis of new and biologically active hexahydro-2-quinolinecarboxylic acid scaf-fold 4 was carried out using cyclocondensation reaction of arylmethylidenepyruvic acids 1, 1,3-cyclohexandiones 2 and ammonium acetate 3 under solvent-free conditions and at room temperature. This protocol has the advantages of facility, easy work-up, high yields, short reaction time and environmentally friendly character.

One-Pot Reaction of Aldehydes,α-Haloketones and (Phenylsulfonyl)acetonitrile Promoted by SmI3

One-pot reaction of aldehydes, ?haloketones and (phenylsulfonyl)acetonitrile promoted by SmI3 proceeded smoothly to give 1-cyano-1-phenylsulfonyl-2-aryl-3-aroyl-propane derivatives in moderate to good yields.

A New One-Pot Synthesis of Macroheterocycles Using Mannich Reaction

Three N,N-heterylmethyl derivates of diaza-18-crown-6(I) are readily prepared by the reaction of (I) with paraformaldehyde and heterocyclic compounds in dry benzene.

Enantioselective Construction of Polycyclic Chromanes through Organocatalytic Sequential Quintuple Reaction via One-Pot Step-Wise Procedure

An efficient and highly stereoselective synthetic method to access polycyclic chromanes has been achieved through organocatalyzed one-pot step-wise reactions involving 2-hydroxycinnamaldehydes,2-aminochalcones,and malononitrile as substrates.The reactions underwent a quintuple process by aza-Michael/Michael/Knoevenagel/oxa-Michael/aldol-type reaction in sequence to give products bearing 3 new generated rings and 5 chiral centers in moderate to quantitative yields with excellent stereoselectivities.

Metallaphotoredox-Catalyzed Three-Component Couplings for Practical Synthesis of Ureas and Carbamates

Ureas are widely used in drugs,materials and catalysts because of their diamide structure,which can form strong hydrogen bonds.Therefore,it is of great scientific significance to develop efficient and green methods for the synthesis of urea compounds,especially unsymmetrical ureas.Here,we have disclosed novel and highly efficient three-component coupling reactions of organic halides,sodium cyanate and amines enabled by nickel/photoredox dual catalysis for the preparation of unsymmetrical ureas.The reaction features simple and safe operations,broad substrate scopes,and product diversities.It allows the facile synthesis of N-aryl/vinyl ureas from readily available,user-friendly feedstocks under mild conditions(27 examples,36%—98%yields).In addition,this method is further derived to alcohols as nucleophiles to synthesize a series of carbamates(15 examples,40%—95%yields).The mechanism experiment shows that the isocyanate produced by the coupling of halide and sodium cyanate may be the key intermediate in this reaction.

Photocatalyst-free visible-light-mediated three-component reaction ofα-diazoesters, cyclic ethers and NaSCN to access organic thiocyanates

A facile and environmentally friendly visible-light-induced three-component reaction of α-diazoesters,cyclic ethers and Na SCN to construct organic thiocyanates has been developed at room temperature. This reaction could occur under photocatalyst-and additive-free conditions to afford a number of organic thiocyanates with moderate to good yield and favorable functional group tolerance.

Synthesis, Structure and H＋/K＋-ATPase Inhibitory Activity of Novel Triazolyl Substituted Tetrahydrobenzofuran Derivatives via One-pot Three-component Click Reaction

Eleven triazolyl substituted tetrahydrobenzofuran derivatives were synthesized in high yields as novel H＋/K＋- ATPase inhibitor via one-pot Cul-catalyzed three-component click reaction of azide, secondary amine and 3-bromopropyne under mild conditions in water. Their structures were characterized by NMR, IR, ESI-MS, ele- mental analysis and single-crystal X-ray diffraction analysis. Most of the target compounds exhibited better H＋/K＋- ATPase inhibitory activity than commercial omeprazole with IC50 values less than 15 gmol＇L-~. The initial struc- ture-activity analysis suggested that the triazole substituted by cycloalkyl, aromatic ring or O-containing side-chain seemed to be beneficial for enhancing the activity.

MCM-41 anchored sulfonic acid (MCM-41-R-SO_3H):A mild,reusable and highly efficient heterogeneous catalyst for the Biginelli reaction

An efficient three-component synthesis of 3,4-dihydropyrimidinones using MCM-41 anchored sulfonic acid （MCM-41-R-SO3H） as a mild, heterogeneous catalyst for Biginelli reaction in CH3CN under reflux condition is described.

Efficient Synthesis of Pyrrolo[2,1-a]isoquinoline and Pyrrolo[1,2-a]quinoline Derivatives via One-pot Two- step Metal-catalyzed Three-component Reactions

A sequential one-pot two-step reaction for efficient synthesis of pyrrolo[2,1-a]isoquinoline and pyrrolo[1,2-a]- quinoline derivatives in good yields has been successfully developed. The reaction included firstly Cu-catalyzed three-component reaction of isoquinoline （quinoline）, acetylenedicarboxylate and alkynylbenzene and then Pd-catalyzed intramolecular C（sp）-C（sp^2） coupling reaction of initially formed 1-alkenyl-2-alkynyl- 1,2-dihydroiso- quinoline （1,2-dihydroquinoline）.

Indium (III) Tribromide : An Excellent Catalyst for Biginelli Reaction

A highly efficient catalyst indium (III) tribromide is used to synthesize 5-alkoxy-carbonyl-4-hydrocarbyl-3,4-dihydropyrimidin-2(1H)-ones by a three-component coupling of beta-keto ester, aldehydes and urea through improved Biginelli reaction.

Metal-free one-pot synthesis of quinoline-2,4-carboxylates via a molecular iodine-catalyzed three-component reaction of arylamines, ethyl glyoxylate, and α-ketoesters

A simple and metal-free method has been developed for the construction of quinoline-2,4-carboxylates under mild conditions via a molecular iodine-catalyzed three-component tandem reaction of arylamines, ethyl glyoxylate, and a-ketoesters. The present protocol provides a convenient and attractive approach to various quinoline-2,4-carboxylates in moderate to good yields with excellent functional group tolerance.

A mild and highly efficient one-pot three-component reaction for carbon-sulfur bond formation catalyzed by potassium tert-butoxide

Potassium tert-butoxide has been found to be a highly efficient catalyst for one-pot,three-component reaction of aryl aldehydes, acetophenones,and thiols via Claisen-Schmidt/Michael addition reactions for the synthesis of thia-Michael adducts in high yields. The reactions are best carried out in tert-butyl alcohol at room temperature.

Nano Copper Ferrite Catalyzed Sonochemical, One-Pot Three and Four Component Synthesis of Poly Substituted Imidazoles

A simple, multi component, one-pot method has been reported for the synthesis of poly substituted imidazoles in presence of magnetically separable and recyclable spinel nano copper ferrite as heterogeneous catalyst by the cyclo-condensation of benzil, aromatic aldehyde, ammonium acetate and substituted amines under ultrasonic irradiation. This method of preparation has many advantages compared to those methods which are previously reported in the literature. This methodology offers simple experimental procedure, milder reaction conditions and environmentally benign approach.

Three-Component Transformation of CO_(2),Propargyl Alcohols and Secondary Amines intoβ-Oxopropylcarbamates Promoted by a Noble Metal-Free Metal–Organic Framework Catalyst

The three-component reaction of CO_(2),propargyl alcohols,and secondary amines frequently applies noble metal or homogeneous catalysts,therefore it is necessary and important to seek a recyclable catalyst without noble metals for this reaction,despite the multitude of challenges.Herein,a unique framework{[Ce3(Cu4I4)2(CNA)8(DMF)8](NO3)}n(CuCe-CNA)with two kinds of metal cluster nodes[Ce3]and[Cu4I4]was synthesized,displaying high thermal and chemical stabilities.CuCe-CNA-300 was obtained by removing the coordinated DMF molecules with[Ce3]cluster at 300°C,in which more metal sites are exposed and the pores are enlarged,but the three-dimensional framework still remains intact.CuCe-CNA-300 can effectively catalyze the three-component reaction of 2-methyl-3-butyn-2-alcohol,CO_(2),and pyrrolidine toβ-oxopropylcarbamates with a yield of 98%under mild conditions,and the catalytic activity is higher than those of noble metal catalysts.Additionally,CuCe-CNA-300 exhibits high catalytic efficiency for various kinds of propargyl alcohols and secondary amines,and also shows good recyclability.Mechanistic studies suggest that theα-alkylidene cyclic carbonates derived from the cycloaddition of propargyl alcohols and CO_(2) are the intermediates,which further react with secondary amines through ammonolysis reaction to generateβ-oxopropylcarbamates.Importantly,this work may open a new avenue for the one-pot transformation of CO_(2) with two or more components into value-added chemicals activated by noble metal-free metal–organic frameworks catalysts.

Efficient One-pot Synthesis of Pyrrolo[2,1-a]isoquinoline and Pyrrolo[1,2-a]quinoline Derivatives

A one-pot sequential reaction for efficient synthesis of pyrrolo[2,1-a]isoquinoline and pyrrolo[1,2-a]quinoline derivatives has been developed.The reaction included firstly the Cu-catalyzed three-component reaction of isoquinoline（quinoline）,acetylenedicarboxylate and alkynylbenzene and then Cs 2 CO 3-promoted intramolecular cyclization reaction of initially formed 1-alkenyl-2-alkynyl-1,2-dihydroisoquinoline（1,2-dihydroquinoline）.

Facile Synthesis of Phosphorus N-Fluoroalkanesulfonyl Amidines by Cu-catalyzed One-pot Three-component Reaction

In the presence of Cu（I） and triethyl amine, one-pot three-component reaction of fluoroalkanesulfonyl azides, alkynes and iminophosphoranes in CH2Cl2 at room temperature gave a novel class of fluorinated phosphorus amidines in good yields.

One-pot Three-component Reaction for Efficient and Facile Synthesis of γ-Nitrocarbonyl Compounds Under Solvent-free Conditions

A simple and efficient protocol was established to synthesize γ-nitrocarbonyl compounds via three-component one-pot tandem condensation reaction of aldehydes, Meldrum＇s acid and nitroalkanes under solventfree conditions. The present method shows fascinating features such as using readily available starting materials, promoting the yields by inexpensive and mild organic base triethylamine, omiting the synthesis of Michael acceptor and avoiding the use of organic solvent. This strategy provides an easy alternative synthetic approach to the useful intermediate, γ-nitrocarbonyl compounds, with moderate to good yields.

One-pot Approach to the Conversion of Alcohols into α-Halo-α, β-unsaturated Esters

The sequential oxidation-Horner-Wadsworth-Emmons reaction of alcohols to prepare α-Halo-α,β-unsaturated esters （halo =F, Cl） with middle to excellent （Z）-selectivity was developed.