1,8‐Diazafloren‐9‐one with alkyl and aryl isocyanides in the presence of acetylenic esters: A facile synthesis of γ‐spiroiminolactones

The 1:1 intermediate generated by the addition of alkyl and aryl isocyanides to dialkyl acetylenedicarboxylate is trapped by 1,8‐diazafloren‐9‐one to yield iminolactones in good yields.     

Aromatization of 1,4‐dihydropyridines in the presence of methanesulfonic acid/NaNO2/wet SiO2 under both heterogeneous and solvent free conditions

A combination of methanesulfonic acid and sodium nitrite in the presence of wet SiO₂ was used as an effective oxidizing agent for the oxidation of 1,4‐dihydropyridines to the corresponding pyridine derivatives under mild and heterogeneous conditions in excellent yields.     

One pot synthesis of diarylpyrido[3,2‐c]coumarins

Various diarylpyrido[3,2‐c]coumarins 3a‐l have been synthesized in one step by reacting 4‐hydroxy coumarins 1a‐d with α,β‐unsaturated ketones 2a‐c in the presence of ammonium acetate and acetic acid under Kroehnke's reaction conditions.     

One‐pot synthesis of hexahydroquinolines Via a four‐component cyclocondensation under microwave irradiation in solvent free conditions: A green chemistry strategy

Four‐component cyclocondensation of aromatic aldehydes, malononitrile, dimedone and ammonium acetate proceeds under microwave irradiation in solvent free conditions to give highly functionalized hexahydroquinolines in excellent yields.     

Synthesis of 1‐(substituted phenylcarbonyl/sulfonylamino)‐1,2,3,6‐tetrahydropyridine‐5‐carboxylic acid diethylamides as potential anti‐inflammatory agents

Fifteen novel 1‐(substituted phenylcarbonyl/sulfonylamino)‐1,2,3,6‐tetrahydro‐ pyridine‐5‐carboxylic acid diethylamide ( 7, 15 ) were synthesized in fair to good yields via sodium borohydride reduction of the corresponding 1‐(substituted phenylcarbonyl/ sulfonylimino)‐3‐diethylcarbamoyl pyridinium ylides ( 6, 14 ) in absolute ethanol.     

Synthesis and antimicrobial activity of new benzofuranyl‐1,3‐benzoxazines and 1,3‐benzoxazin‐2‐ones

New benzofuranyl‐1,3‐benzoxazines and 1,3‐benzoxazin‐2‐ones are synthesized in which benzofuran is coupled with 1,3‐benzoxazines and 1,3‐benzoxazin‐2‐ones through ‐CONH‐ and ‐COCH₂‐ bridges, respectively. The antimicrobial activity of these compounds is reported.     

Synthesis and characterization of 4‐aryl‐5‐(1‐aryl‐2‐methyl‐2‐nitropropyl)‐1,2,3‐selenadiazoles

The synthesis of a new set of selenadiazoles, 4‐aryl‐5‐(1‐aryl‐2‐methyl‐2‐nitropropyl)‐1,2,3‐selenadiazoles ( 4 ) derived from 2‐[4‐methyl‐4‐nitro‐1,3‐diarylpentylidene]‐1‐hydrazinecarboxamide ( 3 ) has been reported. THF has been found to be the solvent of choice for this reaction. Structural features of 3 and 4 have been analyzed by NMR and X‐ray techniques.     

1,3‐Dipolar cycloadditions: Investigation of cycloadditions of c‐aryl‐n‐(4‐chlorophenyl) nitrones to n‐cinnamoyl piperidines

Investigation of cycloadditions of C‐aryl‐N‐(4‐chlorophenyl)nitrones to N‐cinnamoyl piperidines was carried out. Two diastereoisomeric and one regioisomeric cycloadducts, and in some cases ring‐opened compounds were characterized by spectroscopic and X‐ray data. Molecular modelling was carried out for conformational studies.     

New fragmentation of 2‐isoxazoline‐5‐carboxylic acid chlorides

A novel base promoted degradation of 3‐aryl‐2‐isoxazoline‐5‐carboxylic acid chlorides to aryl nitriles has been discovered.     

Alpha vinylation of haloquinoline‐5,8‐diones with methyl acrylate and methyl vinyl ketone under baylis‐hillman reaction conditions

A synthesis of mono‐ and di‐vinylquinolinediones based on substitution of the halogens in 6,7‐dihaloquinoline‐5,8‐diones by DABCO‐assisted enolate ion is described. Divinylquinolines undergo 6π‐electrocyclization by thermally to give the benzo[g]quinoline derivatives.     

Synthesis of novel bis‐condensed heterocyclic ring assembly systems

The novel bis‐condensed heterocyclic systems with ring assemblies based on peripheral barbituric acid rings and central pyran, pyridine and thiine rings have been generated by the reaction of terephthalaldehyde and isophthalaldehyde with barbituric acid for comparison with the analogous systems generated with said dialdehydes and 1,3‐cyclohexanedione.     

Synthesis of 1‐substituted 3,5‐diaryl‐2‐pyrazolines by the reaction of α,β‐unsaturated ketones with hydrazines

1‐Acetyl‐, 1‐propionyl‐ and 1‐phenyl‐3,5‐diaryl‐2‐pyrazolines have been synthesized by the reaction of the appropriate α,β‐unsaturated ketones with hydrazine or phenylhydrazine in hot acetic acid or propionic acid. Structures of all new 2‐pyrazolines 16‐40 have been elucidated by microanalyses, ¹H and ¹³C nmr spectroscopies.     

Paal knorr reaction for novel pyrrolo[2,3‐d]pyrimidines

An expeditious and convenient solid supported synthesis of 1,3,7‐triaryl‐6‐phenyl‐2‐thioxo‐1,2,3,7‐tetrahydropyrrolo [2,3‐d]pyrimidin‐4‐one derivatives from readily accessible N,N‐disubstituted thiobarbituric acids under microwaves utilising Paal Knorr reaction is described.     

An efficient synthesis of benzo[b][1,8]naphthyridine‐3‐carboxylic methyl esters

Methyl‐3‐(2‐chloroquinolin‐3‐yl)acrylates 5a‐i on reaction with methyl amine in acetonitrile yielded methyl‐3‐[2‐(methylamino)quinolin‐3‐yl]acrylates 6a‐i . When, these were followed by the reaction with the Vilsmeier reagent, they afforded methyl benzo[b][1,8]naphthyridin‐3‐carboxylate 7a‐i in good yields.     

Synthesis of oxazolyl‐substituted morpholinium salts

Morpholinium salts coupled to oxazolyl moieties have been synthesized via nucleophilic substitution of a series of oxazolyl chlorides with morpholine. The oxazole moieties were first synthesized and then coupled with morpholine. The corresponding hydrochloride and methyl iodide salts were obtained, purified, characterized and then tested for muscarinic receptor binding affinity. Biological test results from MDS Pharma Services revealed no significant muscarinic receptor affinity.     

Ready access to 7,8‐dihydro‐ and 1,2,3,4‐tetrahydro‐1,6‐naphthyridine‐5(6H)‐ones from simple pyridine precursors

Short pathways are described for the synthesis of a representative example of each of the 7,8‐dihydro‐and 1,2,3,4‐tetrahydro‐1,6‐naphthyridine‐5(6H)‐one ring systems from simple pyridine precursors. An attempted synthesis of the related 4,6‐dihydro‐1,6‐naphthyridin‐5(1H)‐one ring system from a common intermediate was unsuccessful.     

Synthesis of new flat polyheterocyclic systems potential DNA intercalating agents diazines part 47

Using a regioselective metallation in connection with Stille cross‐coupling reaction, we report here an original synthetic route to obtain in few steps various flat tetra‐ or pentaheterocyclic compounds which could be potential intercalating DNA agents.     

Palladium‐catalyzed cyclization of 3‐bromopyridine‐4‐carbaldehyde with carbon monoxide and carboxylic acids

3‐Bromopyridine‐4‐carbaldehyde is cyclized with carboxylic acids in acetonitrile at 100° under carbon monoxide pressure in the presence of a catalytic amount of a palladium catalyst along with a base to afford the corresponding 3‐oxo‐1,3‐dihydrofuro[3,4‐c]pyridine‐1‐yl alkanoates in moderate to good yields.     

Convenient synthesis of some 2‐substituted 4(3H)‐quinazolinone derivatives

A series of 2‐substituted‐4(3H)‐quinazolinones 13‐20 has been synthesized in good yields using the reaction of double lithiated 2‐methylquinazolinone‐4 with a variety of aromatic aldehydes. They have been easily transformed in high yields into the corresponding 2‐substituted conjugated derivatives 21‐28 bearing terminal aryl groups by F₃CCOOH mediated dehydration.     

Microwave‐assisted claisen rearrangement. Application to the synthesis of angelicin derivatives

4′‐(Hydroxy, chloro, amino, acetoxy and methoxy)‐methyl‐4,5′‐dimethylangelicins were efficiently and rapidly synthesized via Claisen rearrangement of 4‐methyl‐7‐[4‐(hydroxy, chloro, amino, acetoxy and methoxy)‐but‐2‐ynyloxy]‐coumarins respectively under microwave irradiation. Prominent among the advantages of this new method are operational simplicity, good yields in short reaction times and easy work‐up procedures employed.