Ramadan Mekheimer

• Prof.
• Minia University

Among quinoline-fused heterocycles, tricyclic pyrimidoquinoline nuclei have received considerable attention from synthetic chemists and medicinal and materials scientists over many years because they occur commonly in various biologically important natural products and potent drugs that exhibit anticancer, antibacterial, anti-inflammatory, antilipi...

A novel series of pyrimido[5,4-c]quinoline derivatives variously substituted at positions 2 and 5 have been synthesized, in good to excellent yields, via rapid base-catalyzed cyclization reaction of 2,4-dichloroquinoline-3-carbonitrile (5) with guanidine hydrochlorides 6a-c. All the synthesized compounds were screened for their in vitro antiprolife...

We report herein a simple and efficient one-step synthesis of 8-substituted xanthines and substituted pyrimidopteridine-2,4,6,8-tetraones via reaction of 1,3-dimethyl-5,6-diaminouracil 1 with activated double bond systems 2 assisted by controlled microwave irradiation. The obtained heterocycles are privileged biologically relevant scaffolds.

An efficient one-pot synthesis of N ² -(tetrazol-5-yl)-6-aryl/heteroaryl-1,3,5-triazine-2,4-diamine derivatives was developed by reacting 5-amino-1,2,3,4-tetrazole with aromatic aldehydes and cyanamide in pyridine under controlled microwave heating with high yields. X-ray crystallography confirmed the structure of the obtained products.

Fused tetracyclic systems containing a quinoline nucleus represent an important class of heterocyclic bioactive natural products and pharmaceuticals because of their significant and wide-spectrum biological properties. Several of these compounds have been obtained with diverse pharmacological and biological activities, such as antiplasmodial, antif...

There is an urging continuous need for novel anti-cancer agents due to persistent chemoresistance. Herein, newly synthesized cinnolines are evaluated for their possible anticancer activities and suggested mechanisms. In the current study, a simple and efficient synthesis of densely functionalized cinnolines has been developed that relied on multi-c...

An efficient one-pot synthesis of N² -(tetrazol-5-yl)-6-aryl/heteroaryl-1,3,5-triazine-2,4-diamine derivatives was developed by reacting 5-amino-1,2,3,4-tetrazole with aromatic aldehydes and cyanamide in pyridine under controlled microwave heating with high yields. X-ray crystallography confirmed the structure of obtained products.

The coordination of Zn (II) with L‐proline as a choral ligand makes the initiated complex Zn(L‐proline)2 a moderately soft Lewis acid. Recently Zn(L‐proline)2 has emerged as a promising reusable chiral catalyst which could be utilized in a diversity of transformations. The present short review article focuses mainly on recent developments in utilit...

α-Cyanoketones represent a synthetically attractive scaffold possessing bifunctional reactivity which enabled synthesis of a diversity of products. This involves reaction of nucleophiles with electrophilic carbonyl carbon performing an efficient and regioselective way to acylation reaction, cycloaddition of activated cyano function with dipolarophi...

Glycerol is a non-toxic, recyclable and biodegradable organic waste produced as a byproduct in the production of biodiesel fuel. Recently, glycerol is considered a green solvent and catalyst for a large variety of applications. This work discusses the significance of glycerol for heterocyclic synthesis. All these reported works afford glycerol as a...

We herein describe the first review which aims to focus soberly the various synthetic methods and chemical reactions of chloroquinoline-3-carbonitrile derivatives. The reactions are subdivided in groups that cover reactions of chloro substituent at 2 or 4 and 2,4 positions, as well as cyano substituent at 3 position and reactions which involve both...

Crinnolines can serve as unique and versatile class of heterocycles especially in fields related to synthetic and pharmaceutical chemistry owing to their potent biological activities. They possess diversity of pharmaceutical activities as anticancer, antibacterial, anti-inflammatory, anti-allergic as well as anti-hypertensive activities. Since the...

A convenient, fast and environmentally benign procedure for the synthesis of a new series of highly functionalized N-alkylated pyridines as privileged medicinal scaffolds was developed via a unique three-component reaction of easily available aromatic as well as heteroaromatic aldehydes, N-alkyl-2-cyanoacetamides and malononitrile in EtOH in the pr...

An easy, efficient and one-step synthesis of the versatile, hitherto unreported of polyfunctionally substituted benzo[c][2,7]naphthyridines 4a–c is described. The reaction of 4a–c with sodium azide gives the corresponding tetracyclic ring system 6a–c in near quantitative yield, and with phenyl isothiocyanate it gives the corresponding novel 3-alkyl...

Recent developments in the synthesis of 4H- and 2H-pyrans as well as structurally related chromene derivatives that have enabled the enantioselective synthesis of these scaffolds have been surveyed. The role of chiral catalysts in orienting initial reactions of active methylenes, methines and methyl ketones, to unsaturated ketones and nitriles in m...

The first example of 1,3-dipolar cycloaddition reactions of C-aryl (or hetaryl)-N-phenylnitrones to monosubstituted ylidene malononitriles and 4-benzylidene-2-phenyl-oxazol-5(4H)-one is described. The reaction of C-(4-(dimethylamino)phenyl)-N-phenyl-nitrone (1a) with 2-(4-substituted-benzylidene)malononitriles 2a, b in dry toluene, in the absence o...

A novel, simple, and efficient synthetic methodology for the synthesis of the hitherto unreported tetracyclic 10-amino-6,9-disubstituted-[1,2,4]triazino[4’,3':1,5]pyrazolo[4,3-c]-quinolines, in one step, has been developed by coupling of various active methylene compounds with diazotized heterocyclic amines. Reacting 2,4-dichloroquinoline-3-carboni...

New hydrogen bonded charge transfer complex (HBCT) between 2,4-diamino-quinoline-3-carbonitrile (DAQC) and chloranilic acid (CA) is synthesized and characterized experimentally and theoretically. The experimental work included the use of electronic and vibrational spectra to analyze the formed complex. Based on electronic spectra, the molecular com...

Starting from readily available 2-naphthol, aldehydes, aryl and alkylamines a variety of Betti bases were efficiently synthesized utilizing a catalytic amount of Cerium (IV) ammonium nitrate (CAN) at room temperature. This protocol has advantages of high yield, mild reaction conditions, no environmental pollution, diversity of reactants and simple...

Aryl-hydrazononitriles 3a, 3b, 3c were prepared by coupling 3-ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole (1) with diazonium salts 2a, 2b, 2c. Reacting 3a, 3b, 3c with both ethyl bromoacetate (4a) and 4-bromobenzyl bromide (4b) in DMF, in the presence of K2CO3, at 80 °C for 3–4 h, gave the corresponding 4-amino-pyrazoles 6a, 6b, 6c, 6d, 6e, 6f....

In the present study, we describe the synthesis of a new set of 1,2,4-triazolo[1,5-a]pyridines and their fused ring systems. The products were assayed for various types of biological activities like anti-inflammatory and antioxidative activity. Compounds 4c, 4f, 12a, 14, 16, and 19 were found to reduce carrageenan- and dextran-induced inflammation...

Developments made since 2010 in the utilization of multi-component reactions as green efficient methodologies for the synthesis of polysubstituted pyrans, thiopyrans, pyridines, and pyrazoles are reviewed and the mechanisms of these processes are discussed. Reference is made to classical older synthetic methods developed earlier in our laboratories...

The ternary condensation of terphthalaldehyde with malononitrile and some active methylene, and methyl group reagents are reported. Structures and different pathways are described.

New 1,2,4-triazole colorants were obtained, in high yields, by coupling 3-ethylthio-5-cyanomethyl-4-phenyl-1,2,4-triazole (1) with diazotized aniline derivatives 2, 4 and 6. The azo dyes prepared in this work may exist in three tautomeric forms. We found that the tautomerism is influenced mainly by the nature of substituent at the para position of...

The condensation reaction of 3-heteroaromatic-3-oxopropanenitriles 3, 4 and 7 with dimethylformamide–dimethylacetal (DMF–DMA) gave the corresponding enaminones 8, 9 and 10, respectively. Nucleophilic substitution of 8 and 9 with different amines resulted in a new deriv-atives of enaminones 11–18. The reactivity of enaminones 8 and 9 toward some nit...

A simple, green and highly efficient procedure for the Biginelli condensation reaction of aldehydes, β-ketoesters, urea or thiourea catalyzed by crushed garlic clove at ambient temperature is reported.

A one-pot and clean synthesis of 2-arylbenzothiazoles via the ambient temperature reaction of 2-aminothiophenols and aromatic aldehydes without catalyst in glycerol as a green solvent has been reported.

In this paper we report the synthesis of some novel 1,2,4-triazolo[1,5-a]pyridine and azolotriazolopyridine ring systems. The products were screened for various types of activity like antibacterial, antifungal, and antioxidative activity. Compound 13 was found to pose an antioxidative activity. In addition, this compound was found to extend the lif...

Proton transfer reactions between 4-hydroxy-2-oxo-1,2-dihydroquinolin-3-carbonitrile (HQC) and propyla-mine (PA), triethylamine (TEA) and piperidine (Pip) have been studied spectro-photometrically in acetoni-trile as a polar solvent. The molecular compositions of the formed complexes (I, II, and III) were determined using Job's and photometric titr...

Figure optionsView in workspaceDownload full-size imageDownload as PowerPoint slide

The multicomponent reaction of 5-aminopyrazole derivatives with cyclic 1,3-dicarbonyl compounds and dimethylformamide dimethylacetal (DMFDMA) in DMF at 150 °C under controlled microwave heating afforded regioselectively 8,9-dihydropyrazolo[1,5-a]quinazolin-6(7H)-ones 6 rather than the corresponding dihydropyrazolo[5,1-b]quinazolin-8(5H)-ones 4.

Green, highly efficient, three-component syntheses of thiazolo-[3,2-a]pyridine derivatives via reaction of malononitrile, aromatic aldehydes, and 2-mercaptoacetic acid with a catalytic amount of piperidine without solvent with molar ratios of 2:2:1.2 and 2:2.2:1, respectively, has been reported.

The behaviour of cyanothioacetamide 1 and the acetonitrile derivatives 6 and 10, respectively, towards the nitrones 2a-i induced by free solar thermal energy is reported. Structures and reaction mechanisms are also discussed.

A green, simple and highly efficient synthesis of N,N-diarylsubstituted formamidines has been developed employs reaction of triethylorthoformate (TEO) with aromatic amines catalyzed by cerium (IV) ammonium nitrate (CAN) in water at ambient temperature. This method offers the advantages of proceeding under environmentally friendly technique with hig...

A convenient synthesis of the triazolidinones-1-yl derivatives 7 via cycloaddition reactions and their thermolysis to afford 4-amino-2- chloroquinline-3-carbonitrile 10 is reported.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

The ternary condensation of terphthalaldehyde with malononitrile and some active methylene, and methyl group reagents are reported. Structures and different pathways are described.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

A three component synthesis of 2-amino-5,6,7,8-tetrahydro-4-H-chromen-3-carbonitriles using aldehydes, malononitrile, and dimedone in water at ambient temperature was reported.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Phenyl isothiocyanate reacts with 2-cyanoacetohydrazide (1) to yield the corresponding 1-cyanoacetyl-4-phenyl-thiosemicarbazide (3), via acid hydrolysis of the intermediate 2 whereas cyclization of 3 gave the 1,2,4-triazoles 4, 1,3,4-thiadiazoles 7 and 1,3,4-thiadiazine-5-ones 9; compound 4a was reacted with phenyl isothiocyanate, dicyandiamide, su...

A facile, solvent free, ecofriendly approach for the synthesis of pyridine-2,6-diones 4a-d, pyridazinone derivatives 8a-c and thienoazines 6 and 9 is herein described employing neat reaction conditions under both microwave and ultrasound irradiations. This solventless methodology is environmentally benign as it completely eliminates the use of solv...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

4-Alkylamino-2-chloroquinoline-3-carbonitriles 4a-c react with NaN(3) to give the corresponding tetrazolo[1,5-a]quinoline-4-carbonitriles 5a-c which are converted into 2-amino-quinoline-3-carbonitriles 8a-c by reaction with PPh(3) via an iminophosphorane and Subsequent hydrolysis. On the other hand, the new 3,4-diamino-1H-pyrazolo[4,3-c]quinoline (...

The reaction of o-phenylenediamine with aromatic aldehydes in MeOH at room temperature catalyzed by cerium (IV) ammonium nitrate (CAN) afforded either 2-aryl-1-arylmethyl-1H-benz-imidazoles and/or 2-aryl-substituted benzimidazoles.

Treatment of 1,2,4-triazoles (1) with diethylmalonate in bromobenzene gave 1,2,4-triazolo-[1,5-a]pyridines 2. Chlorination of 2 using POCl3/DMF (Vilsmeier reagent) led to the isolation of 7-chloro-6-formyl-1,2,4-triazolo[1,5-a]pyridine derivative 4, which reacted with the stabilized ylid 5 to afford 6-ethoxycarbonylvinyl-1,2,4-triazolo[1,5-a]-pyrid...

A simple, convenient and efficient method for the synthesis of 1,2,4,5-tetrasubstituted imidazole derivatives using benzoin, an aromatic aldehyde, an aromatic amine in the presence of ammonium acetate catalyzed by high surface area SiO2 and induced by free solar thermal energy was reported.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Ethyl 3-amino-4-chlorothieno[3,2-c]quinoline-2-carboxylate (4) is a versatile synthon, prepared by reacting an equimolar amount of 2,4-dichloroquinoline-3-carbonitrile (1) with ethyl mercaptoacetate (2). Ethyl 5-alkyl-5H-1-thia-3,5,6-triazaaceanfhrylene-2-carboxylates 9a-c, novel perianellated tetracyclic heteroaro-matics, were prepared by refluxin...

magnified image A simple and efficient three component process for the synthesis of 2‐amino‐2‐chromenes utilizing the reaction of aryl aldehydes 1a , 1b , 1c , 1d , 1e , 1f , 1g , 1h with active methylenes 2a,b and 1‐naphthol 3 in refluxing ethanol/piperidine under microwave‐heating is described. J. Heterocyclic Chem., (2009).

2-Amino-2-chromenes are class of heterocycles that posses considerable interest as pigments, cosmetics, potential agro-chemicals and being the main constituents of many natural products. Although, they are generally prepared either under conventional heating, benign reagents or very recently, a three component condensation in poly-ethylene glycol–w...

4-Alkylamino-2-chloroquinoline-3-carbonitriles 4a - c react with NaN3 to give the corresponding tetrazolo[1, 5-a]quinoline-4-carbonitriles 5a - c which are converted into 2-amino-quinoline-3-carbonitriles 8a - c by reaction with PPh3 via an iminophosphorane and subsequent hydrolysis. On the other hand, the new 3, 4-diamino-1H-pyrazolo[4, 3-c]quinol...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Reaction of 2,4-dichloroquinoline-3-carbonitrile (1) with 4-methylpiperidine gave 2-chloro-4-(4-methylpiperidin-1-yl)quinoline-3-carbonitrile (2). Acid hydrolysis of 2 afforded the corresponding 2-quinolinones 3, which were N-alkylated in DMF to form the 1-methyl, -ethyl and -phenacyl quinolinones 6a–c. Fusion of 6a–c with hydrazine hydrate gave th...

A one-pot synthesis of 2-arylbenzothiazoles from the reaction of 2-amino-thiophenol and aromatic aldehydes catalysed by cerium (IV) ammonium nitrate (CAN) is reported.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

3-Amino-4-chlorothieno(or pyrrolo)[3,2-c]quinoline-2-carboxylates 3a,b react with alkylamines 4a-g to give the corresponding 4-alkylaminothieno(or pyrrolo)[3,2-c]quinoline-2-carboxylates 5a-g. Diazotization of 5a-g, followed by reaction with NaN3, leads to the formation of 3-azido-4-alkyl- aminothieno(or pyrrolo)[3,2-c]quinoline-2-carboxylates 6a-g...

Green conditions have been developed for the synthesis of substituted 2-aminothiophenes employing multicomponent reactions of a ketone with active methylene nitrile and elemental sulphur induced by free solar thermal energy.

Reacting of 6-azidopyridone derivatives 1 with o-phenylenediamine (2a) in chloroform at room temperature afforded the new azidopyridones 3. However, its fusion with 2a,b at 100-110 degrees C gave the interesting pyrido[2,3-bl[1,5]diazepines 4a,b. Alternatively, compound 4a could also be obtained by heating azidopyridones 3 at 100-110 degrees C. Whe...

The synthesis of polyhydroquinoline derivatives via a four-component unsymmetric Hantzsch reaction induced by solar thermal energy is reported. The process proved to be simple, environmentally friendly, economic and high yielding.

Some novel Schiff bases have been prepared by reacting 6-azido-5-formyl-2-pyridone 1 with a series of aromatic amines 2a-f. 5-Arylaminomethylene-6-(E)-aryl-iminopyridones 3a-e were obtained by reaction of 1 with 2a-e at room temperature, whereas with 2f, the 6-azido-5-naphthalen-2-yl-iminomethylpyridone derivative 4 was formed. On the other hand, h...

magnified image Reacting of 6‐azidopyridone derivatives 1 with o ‐phenylenediamine ( 2a ) in chloroform at room temperature afforded the new azidopyridones 3 . However, its fusion with 2a,b at 100–110°C gave the interesting pyrido[2,3‐ b ][1,5]diazepines 4a,b . Alternatively, compound 4a could also be obtained by heating azidopyridones 3 at 100–110...

The new tetracyclic ring systems 5-alkyl-1,5-dihydro-1,2,3,4,5,6-hexaazaaceanthrylenes 5a–d were synthesized by diazotization of 4-alkylamino-3-amino-1H-pyrazolo[4,3-c]quinolines 4a–d. The 4-arylamino-3-diazo-1H-pyrazolo-[4,3-c]- quinolines 6e–h, which were prepared by diazotisation of the corresponding amines 4e–h, readily formed the novel tetracy...

For Abstract see ChemInform Abstract in Full Text.

Quinoline-3-carbonitriles carrying amino groups at the 2- and/or 4-position have been prepared via the corresponding azido- or tetrazolo-quinolines, through the intermediacy of phosphazenes.

2,4-Dichloroquinoline-3-carbonitrile (1) with phenylhydrazine in DMF at room temperature gave the 3-amino-4-chloro-1-phenylpyrazolo[4,3-c]quinoline (2). Reaction of 2 with phenyl isothiocyanate afforded the novel fused tetracyclic ring system 1,5-diphenyl-1,5-dihydro-1,2,3,5,6-pentaazaaceanthrylene-4(3H)-thione (7). Refluxing 2 with excess of a pri...

2,4-Dichloroquinoline-3-carbonitrile (1) with phenylhydrazine in DMF at room temperature gave the 3-amino-4-chloro-1-phenylpyrazolo[4,3-c]quinoline (2). Reaction of 2 with phenyl isothiocyanate afforded the novel fused tetracyclic ring system 1,5-diphenyl-1,5-dihydro-1,2,3,5,6-pentaazaaceanthrylene-4(3H)-thione (7). Refluxing 2 with excess of a pri...

The synthesis of some novel fused tetracyclic compounds such as IH-5-thia-l,2,3,6-tetraa-zaacephenanthrylenes and 1H-5-thia- l,3,6-triaza;lcephenanthrylenes containing quinoline ring system have been reported.

Reaction of 4-alkylamino-2-chloroquinoline-3-carbonitriles 4a-e with an equimolecular amount of ethyl mercaptoacetate gave, in each case, the corresponding ethyl 4-alkylamino-3-aminothieno[2,3-b]quinoline-2-carboxylates 7a-e. Diazotization of 7a-e afforded the novel tetracyclic ring system ethyl 1-alkyl-1H-5-thia-1,2,3,6-tetraazaacephenanthrylene-4...

Azidation of the chloroaldehyde 2, which was obtained from the 6-hydroxy-2-pyridones 1, afforded the 6-azido-2-pyridories 3. Compound 3 can be converted to the corresponding 6-amino-2-pyridones 5, by the reaction with triphenylphosphine via phosphazenes and subsequent hydrolysis (Staudinger reaction). This obtained amine 5 reacts with ethyl cyanoac...

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Mercury (II) ion-selective PVC membrane sensor based on ethyl-2-benzoyl-2-phenylcarbamoyl acetate (EBPCA) as a novel nitrogen containing sensing material is successfully developed. The sensor exhibits good linear response of 30 mV per decade within the concentration range 10−6–10−3 mol l−1 Hg(II). The sensor shows good selectivity for mercury (II)...

An easy and efficient synthesis of the versatile, hitherto unreported methyl 3-amino-4-chloro-1-ethyl-pyrrolo[3,2-c]quinoline-2-carboxylate (9) is described. Reaction of 9 with sodium azide gives the corresponding tetracyclic ring system 10 in near quantitative yield. With isothiocyanates 13a,b the corresponding new 1,3,5,6-tetraazaaceanthrylenes 1...

A convenient one pot synthesis of pyrido[2,3-d]pyrimidines and pyrimido[2,3-c]pyrimidines via reaction of 6-amino-2-oxo-4-thioxotetrahydropyrimidine 1 with cinnamonitrile derivatives 2 has been reported.

4-Alkylamino-2-chloroquinoline-3-carbonitriles 2a–f react with hydrazine hydrate to give, in each case, the corresponding 3-amino-4-hydrazino-1H-pyrazolo[3,4-b]quinoline 7. Diazotization of 7 leads to the formation of 2,4-diazidoquinoline-3-carbonitrile 8, a new heterocyclic ring system. The azidoquinoline 8 can be converted to the corresponding am...

A convenient one-pot synthesis of pyrimido[4,5-b]quinolines as non-classical 5-deaza antifolate inhibitors by the reaction of 6-amino-4-oxo-2-thioxotetrahydropyrimidine 1 with aromatic aldehydes and dimedone is reported.

A convenient one-pot synthesis of pyrimido[4,5- b]quinolines as non-classical 5-deaza antifolate inhibitors by the reaction of 6-amino-4-oxo-2-thioxotetrahydropyrimidine 1 with aromatic aldehydes and dimedone is reported.

Phenyl isothiocyanate reacts with 2-cyanoacetohydrazide (1) to yield the corresponding 1-cyanoacetyl-4-phenylthiosemicarbazide (3), via acid hydrolysis of the intermediate 2 whereas cyclization of 3 gave the 1,2,4-triazoles 4, 1,3,4-thiadiazoles 7 and 1,3,4-thiadiazine-5-ones 9; compound 4a was reacted with phenyl isothiocyanate, dicyandiamide, sul...

Several new spiro compounds were synthesized via one-pot ternary condensation of isatin, malononitrile and each of thiobarbituric acid, barbituric acid, 3-methyl-pyrazolin-5-one, 1-phenyl-3-methyl-pyrazolin-5-one, acetylacetone, benzoylacetone, ethyl acetoacetate, phenacyl cyanide or ethyl-cyanoacetate dimer. Structures and reaction mechanism were...

The reaction of 4-hydroxy-6-methyl-2-pyridone 1 with benzylidenemalononitriles in an ethanolic solution containing a catalytic amount of piperidine and α-cyanoacrylic esters in pyridine affords the corresponding 4H-pyrano[3,2-c]pyridines. However, it’s reaction with 3-(cyanomethylene)-2-indolinones gives either 2-amino-3-quinolinecarbonitriles or e...

Arylidine-1H-benzimidazole-2-acetonitriles reacted with β-nitrostyrene, acrylo-nitrile and dimethylacetylene dicarboxylate under microwave irradiation to afford benzo[g]-imidazo[1,2-a]pyridines in high yields.

Pyrazolo[4,3-c]quinolines 1 interact with tetracyanoethylene (TCNE) and 2-(dicyanomethylene)- 1,3-indanedione (CNIND) to form the pyrimidopyrazoloquinolines 2a-g indenopyrimidopyrazoloquinolines 3a-g whereas on reaction with 2,3-dicyano-5,6-dichloro-1,4-benzoquinon (DDQ), 2,3,5,6-Tetrachloro-1,4-benzochinon (CHL) and 2,3,5,6-tetrabromo-1,4-benzoqui...

Ethyl 5-amino-3,4-dihydro-4-oxo-3-aryl-thieno[3,4-d]pyridazine-1-carboxylate 1a,b gave N,N 1-di(ethyl-3,4-dihydro-4-oxo-3-aryl-thieno[3,4-d]pyridazine-1- carboxylate)hydrazine and N,N 1-di(ethyl-3,4-dihydro-4-oxo-3-aryl-thieno[3,4-d]pyridazine-1- carboxylate)aminocyanomethaneimine as well as di(ethyl-3,4-dihydro-4-oxo-3-aryl-thieno[3,4-d]pyridazine...

2,4-Dichloro-quinoline-3-carbonitrile 1 reacts with hydrazines to afford pyrazolo[4,3-c]quinolines 5a, b. The reaction of 5a with sodium azide; hydrogen/Pd; triethylorthoformate; cyclohexylamine; piperidine; morpholine and acetic anhydride resulted in the corresponding heterocyclic derivatives 6-15.

Investigation the synthesis of multifunctionalized heterocyclic spiro derivatives via the reaction of isatin, ethyl cyanoacetate and an other active methylene compound. It has been found that refluxing of an ethanolic piperidine solution of equimolar ratios of isatin ( Ia ), ethyl cyanoacetate ( II ) and barbituric acid ( IIIa ) or thiobarbituric a...