One-pot synthesis of novel pyrido[2,3-d]pyrimidines using HAp-encapsulated-γ-Fe2O3 supported sulfonic acid nanocatalyst under solvent-free conditions

Novel pyrido[2,3-d]pyrimidine derivatives were synthesized through a one-pot three-component approach using HAp-encapsulated-γ-Fe2O3[γ-Fe2O3@HAp-SO3H]catalyzed condensation of 6-arnino-2-（methylthio or ethylthio）pyrimidin-4（3H）-one,Meldrum＇s acid and aryl aldehydes at 60 ℃ and under solvent-free conditions.In this protocol the use of nanocatalyst provided a green,useful and rapid method to generate the products in short reaction times and excellent yields（88%-94%）.     

Effcient synthesis of functionalized hydroindoles via catalyst-free multicomponent reactions of ninhydrin in water简

An efficient synthesis of hydroindeno[1,2-b]indoles is described via three-component reaction of ninhydrin and cycloalkan-1,3-dione in the presence of primary amines in water as the green solvent in excellent yield.     

Biphenyls from aerial parts of Ribes takare简

Three new biphenyls, 4,7,8-trimethoxy-2,3-methylenedioxydibenzofuran(1), 7-hydroxy-4,8-dimethoxy-2,3-methylenedioxydibenzofuran(2), and 30,5-dimethoxy-3,4-methylenedioxybiphenyl(3), along with eighteen known compounds(4–21) were isolated from the aerial part of Ribes takare D. Don. Their structures were elucidated on the basis of spectroscopic data. Compound 1 and compound 2 showed mild a-glucosidase inhibitory activity.     

Synthesis and self-assembly of phthalocyanines bearing sulfur-containing substituents简

Asymmetrically substituted phthalocyanines with sulfur-containing substituents for fabrication of selfassembled monolayers were synthesized. Phthalocyanine 7, bearing a disulfide group, was synthesized from phthalocyanine with a hydroxyl group, which was prepared via mixed condensation of the corresponding substituted phthalonitriles. Phthalocyanine 10, bearing an acetyl protected thiol group, was synthesized through the Pd-catalyzed coupling reaction of an iodophthalocyanine. Their selfassembling behavior on gold substrates was further studied by UV–vis spectroscopy.     

Synthesis of cyclopentenyl and cyclohexenyl ketones via [3 + 2] and [4 + 2] annulations of 1,2-allenic ketones简

In this paper, an efficient synthesis of cyclopentenyl ketones and cyclohexenyl ketones through tertiary phosphine catalyzed [3 ＋ 2] and [4 ＋ 2] annulations of 1,2-allenic ketones with activated alkenes has been developed. Compared with published synthetic methods on cyclopentenyl ketones and cyclohexenyl ketones, the protocols developed in this paper have the advantages such as readily available starting materials, mild reaction conditions and high efficiency.     

Nickel-catalyzed C(sp2)-H selenation of imidazo[1,2-α]pyridines with arylboronic acids or alkyl reagents using selenium powder

A novel and efficient Ni-catalyzed aryl- and alkyl-selenation of imidazo[1,2-α]pyridines employing selenium powder has been developed for the first time. The significant advantages of this protocol are that it is an inexpensive nickel catalyst and exhibits broad functional-group compatibility and good reaction yields.     

Sodium fluoride as an effcient catalyst for the synthesis of 2,4- disubstituted-1,3-thiazoles and selenazoles at ambient temperature简

Sodium fluoride was found to be a simple, mild and efficient catalyst for the synthesis of 2,4-disubstituted 1,3-thiazoles and selenazoles utilizing phenacyl bromides/3-(2-bromoacetyl)-2H-chromen-2-one and thiourea/phenylthiourea/selenourea in aqueous methanol at ambient temperature. Analytically pure products are formed within 1–3 min in excellent yields.     

Expeditious synthesis of imidazo[1,2-c]pyrimidines via a [4+1]-cycloaddition

A new and versatile synthesis of imidazo[1,2-c]pyrimidines via a [4+1]-cycloaddition is described. The reported novel synthetic approach leads to pharmacologically interesting scaffolds containing three points of potential diversity, which previously were not accessible under conventional conditions. In addition, this novel synthetic procedure is amenable to the assembly of libraries with this interesting core structure.     

Silica sulfuric acid/ethylene glycol as an efficient catalyst for the synthesis of benzo[4,5]imidazo[1,2-a]pyrimidine-3-carbonitrile derivatives

A simple and efficient eco-friendly method was developed for the synthesis of new benzo[4,5]imidazo[1,2-a]pyrimidine-3-carbonitrile derivatives in excellent yields. The synthesis was achieved through the reaction of 2-aminobenzimidazole, aldehydes and active nitriles (malononitrle or ethyl cyanoacetae) in the presence of silica sulfuric acid/ethylene glycol. This protocol offers very short reaction times (in some cases, reaction times were reduced to five minutes), high yields and low cost. This method thus provides an improvement over the existing methods.     

Ammonium chloride catalyzed one-pot synthesis of imidazo[1,2-a]pyridines

Ammonium chloride as a very inexpensive and readily available reagent efficiently catalyzes one-pot, three-component Groebke condensation reactions of aldehydes, isocyanides, and 2-aminopyridines or 2-aminopyrimidines in methanol to afford the corresponding imidazo[1,2-a]pyridines in high yields at room temperature. Correspondence: Ahmad Shaabani, Department of Chemistry, Shahid Beheshti University, PO Box 19396-4716, Tehran, Iran.     

Synthesis of Novel Disubstituted Pyrazolo[1,5‐a]pyrimidines,Imidazo[1,2‐a]pyrimidines,and Pyrimido[1,2‐a]benzimidazoles Containing Thioether and Aryl Moieties

A series of novel 6‐[(1,3,4‐thiadiazol‐2‐yl)sulfanyl]‐7‐phenylpyrazolo[1,5‐a]pyrimidines, 5‐phenyl‐6‐[(1,3,4‐thiadiazol‐2‐yl)sulfanyl]imidazo[1,2‐a]pyrimidines, and 2‐phenyl‐3‐[(1,3,4‐thiadiazol‐2‐yl)sulfanyl]pyrimido[1,2‐a]benzimidazoles have been synthesized in four steps starting with 2‐hydroxyacetophenone. The intermediate 3‐[(1,3,4‐thiadiazol‐2‐yl)sulfanyl]‐4H‐1‐benzopyran‐4‐ones reacted with pyrazol‐3‐amines, 5‐methylpyrazol‐3‐amine, and 1H‐imidazol‐2‐amine, 1H‐benzimidazol‐2‐amine via a cyclocondensation to give the title compounds in the presence of MeONa as base, respectively. The approach affords the target compounds in acceptable‐to‐good yields. The new compounds were characterized by their IR, NMR, and HR mass spectra.     

Recent developments in the chemistry of bicyclic 6-6 systems: Chemistry of pyrido[1,2-c]pyrimidines

The present review provides a study on the structural features, reactions, and synthetic methodologies of pyrido[1,2-c]pyrimidines. The maximum deviation from the mean plane of the pyridopyrimidine skeleton of 4-(pyridin-2-yl)-1H-pyrido[1,2-c]pyrimidine-1,3(2H)-dione indicated a reasonably planar system. The aim of this review is to give an overview of the diverse methodologies that have been reported on the chemistry of pyrido[1,2-c]pyrimidines. The different synthetic routes have been grouped according to the way the pyrido[1,2-c]pyrimidine moiety has been created. Thus, pyrido[1,2-c]pyrimidine compounds were obtained by the formation of one bond α to the bridgehead nitrogen atom [6+0(β)] and formation of two bonds from ([3+3], [4+2], and [5+1]) atom fragments. The mechanistic pathways of the reactions are discussed.     

Diketene-based neat four-component synthesis of the dihydropyrimidinones and dihydropyridine backbones using silica sulfuric acid(SSA)

Heterocyclic skeleton building blocks to afford dihydropyrimidinones and dihydropyridines based on neat adducts of diketene,alcohols and aldehydes via silica sulfuric acid(SSA) catalyzed ring opening of diketene in four-component Biginelli-type and Hantzsch-type reactions are presented.     

Ionic liquid promoted one-pot synthesis of 3-aminoimidazo[1,2-a]pyridines

3-Aminoimidazo[1,2-a]pyridines have been synthesized in good to excellent yields in the presence of the ionic liquid 1-butyl-3-methylimidazolium bromide [bmim]Br, the reaction workup is simple and the ionic liquid can be easily separated from the product and reused.     

Novel one pot synthesis of polysubstituted pyrazolo[1,5-a]- and imidazo[1,2-a]pyrimidines

We have described a convenient regioselective one-pot approach to pyrazolo[1,5-a]- and imidazo[1,2-a]pyrimidine derivatives from α,β-unsaturated imines generated in situ and amino heterocycles. Reaction is general with respect to all three components, namely (i) nitrile, (ii) aldehyde, and (iii) amino heterocycle reagents. Good yields (52-77%), convenient isolation of the targeted molecules are the distinct characteristics of the developed protocol.     

Polyethylene glycol-promoted synthesis of pyrimido[1,2-a]benzimidazole and pyrano[2,3-c]pyrazole derivatives in water

Synthesis of pyrimido[1,2-a]benzimidazole and pyrano[2,3-c]pyrazole derivatives were achieved using polyethylene glycol (PEG-400) as promoting reaction medium in water under catalyst-free conditions at reflux and room temperature, respectively. The structure of pyrimido[1,2-a]benzimidazole was confirmed using ¹H NMR, ¹³C NMR, DEPT, and HMBC experiments. The promising points for the present methodology are efficiency, generality, high yield, short reaction time, cleaner reaction profile, ease of product isolation, simplicity, potential of recycling reaction medium, and finally agreement with green chemistry protocols.     

Iron(III)-catalyzed three-component domino strategy for the synthesis of imidazo[1,2-a]pyridines

An efficient, one-pot, three-component domino strategy has been demonstrated for the synthesis of imidazo[1,2-a]pyridines using a catalytic amount of Fe(III) chloride in high yields in air. A library of imidazo[1,2-a]pyridines was synthesized by the reaction of easily available aldehydes and 2-aminopyridines in a mixture of nitroalkane and DMF (2:1). This transformation presumably occurs by a sequential aza-Henry reaction/cyclization/denitration. The use of readily available chemicals as starting materials, inexpensive metal catalyst, aerobic reaction conditions, tolerance of a wide range of functional groups, and operational simplicity are the notable advantages of this present protocol.