4‐Aryl‐4H‐Chromene‐3‐Carbonitrile Derivates: Synthesis and Preliminary Anti‐Breast Cancer Studies

A series of new 4‐aryl‐4H‐chromene‐3‐carbonitrile derivatives were obtained by one‐pot synthesis using substituted benzaldehydes, malononitrile, and substituted phenols. All the synthesized compounds ( 1a , 1b , 1c , 1d , 1e ) were screened in vitro for antioxidant and anticancer activities. Compounds 1c , 1d , 1e showed significant antioxidant activity in nitric oxide free radical scavenging method while compounds 1c and 1e showed significant activity in hydrogen peroxide free radical scavenging method. The other compounds showed significant to moderate activities in both the methods in comparison with ascorbic acid and butylated hydroxytoluene as standards. Compounds 1c , 1d , 1e exhibited good anticancer activity, using Michigan Cancer Foundation‐7 (MCF‐7) cell line, compared with those of other synthesized compounds.     

Application of the Fe3O4@1,10‐phenanthroline‐5,6‐diol@Mn nano‐catalyst for the green synthesis of tetrazoles and its biological performance

The Fe₃O₄ magnetic particles were modified with 1,10‐phenanthroline‐5,6‐diol (Phen) and the related Mn complex (Fe₃O₄@Phen@Mn) synthesized as a heterogeneous catalyst to be used for the one‐pot three‐component synthesis of various tetrazoles. The catalysts were characterized by several methods, such as the elemental analysis, FT‐IR, X‐ray powder diffraction, dispersive X‐ray spectroscopy, scanning electron microscopy, transmission electron microscopy, dynamic light scattering, thermogravimetric‐differential thermal analysis, vibrating sample magnetometer and X‐ray photoelectron spectroscopy. In addition, the antioxidant and antibacterial activities of the catalyst and its Phen ligand were in vitro screened with 2,2‐diphenyl‐1‐picrylhydrazyl by free radical scavenging methods. Results showed that the synthesized compounds possess strong antioxidant activity (IC50; 0.172  ±  0.005 mg ml^?1) as well as a good antibacterial potential in comparison to standards.     

Nanostructure Synthesis at the Solid–Water Interface: Spontaneous Assembly and Chemical Transformations of Tellurium Nanorods

Bottom‐up synthesis offers novel routes to obtain nanostructures for nanotechnology applications. Most self‐assembly processes are carried out in three dimensions (i.e. solutions); however, the large majority of nanostructure‐based devices function in two dimensions (i.e. on surfaces). Accordingly, an essential and often cumbersome step in bottom‐up applications involves harvesting and transferring the synthesized nanostructures from the solution onto target surfaces. We demonstrate a simple strategy for the synthesis and chemical transformation of tellurium nanorods, which is carried out directly at the solid–solution interface. The technique involves binding the nanorod precursors onto amine‐functionalized surfaces, followed by in situ crystallization/oxidation. We show that the surface‐anchored tellurium nanorods can be further transformed in situ into Ag₂Te, Cu₂Te, and SERS‐active Au–Te nanorods. This new approach offers a way to construct functional nanostructures directly on surfaces.     

Bifunctional RuII‐Complex‐Catalysed Tandem C−C Bond Formation: Efficient and Atom Economical Strategy for the Utilisation of Alcohols as Alkylating Agents

Catalytic activities of a series of functional bipyridine‐based Ru^II complexes in β‐alkylation of secondary alcohols using primary alcohols were investigated. Bifunctional Ru^II complex ( 3 a ) bearing 6,6’‐dihydroxy‐2,2’‐bipyridine (6DHBP) ligand exhibited the highest catalytic activity for this reaction. Using significantly lower catalyst loading (0.1 mol %) dehydrogenative carbon?carbon bond formation between numerous aromatic, aliphatic and heteroatom substituted alcohols were achieved with high selectivity. Notably, for the synthesis of β‐alkylated secondary alcohols this protocol is a rare one‐pot strategy using a metal–ligand cooperative Ru^II system. Remarkably, complex 3 a demonstrated the highest reactivity compared to all the reported transition metal complexes in this reaction.     

A Facile and Efficient Solid Supported,One‐Pot Synthesis of Functionalized Piperidine Derivatives Catalyzed by Amberlite IRA400‐Cl Resin/I2/KI via Multicomponent Reaction

A facile and efficient one‐pot, solid supported synthesis of functionalized piperidine derivatives catalyzed by Amberlite IRA400‐Cl resin/I₂/KI via a multicomponent reaction of various aldehydes, aromatic amines, and 1,3‐dicarbonyl compounds has been achieved. The reaction has been carried out in a one‐pot reaction and Amberlite resin as a solid supported catalyst at room temperature. Shorter reaction time, easy workup, yield, and mild reaction condition make the novel synthetic strategy both practical and attractive.     

Synthesis and Cyclization of 8‐Formyl‐2‐(phenoxymethyl)quinoline‐3‐carboxylic Acids

A facile synthesis of a series of new quinoline‐8‐carbaldehyde compounds, namely 8‐formyl‐2‐(phenoxymethyl)quinoline‐3‐carboxylic acids ( 4a – 4h ) and 13‐oxo‐6,13‐dihydro[1]benzoxepino[3,4‐b]quinoline‐8‐carbaldehyde ( 5a – 5g ) is described, involving the one‐pot synthesis reaction of ethyl 2‐(chloromethyl)‐8‐formylquinoline‐3‐carboxylate ( 3 ) with substituted phenols followed by the intramolecular cyclization reaction via the treatment with polyphosphoric acid (PPA). Quinoline‐8‐carbaldehydes 4a – 4h and 5a – 5g are novel and their structures were supported by IR, ¹H NMR, ¹³C NMR, MS and elemental analysis.     

A facile one‐pot synthesis of tetrahydropyrimidines part 3 Synthesis of [alkanediylbis(3‐alkyl/aralkyl/aryl‐3,6‐dihydropyrimidine‐1,5(2H)‐diyl)bis(arylmethanones) and [1,4‐phenylenebis(3‐phenyl‐3,6‐dihydropyrimidine‐1,5(2H)‐diyl)]bis(phenylmethanone)

A facile one‐pot synthetic strategy has been developed for novel [alkanediylbis(3‐alkyl/aralkyl/ aryl‐3,6‐dihydropyrimidine‐1,5(2H)‐diyl)]bis(arylmethanones) 2a‐c, 2e‐m and [1,4‐phenylenebis(3‐phenyl‐3,6‐dihydropyrimidine‐1,5(2H)‐diyl)]bis(phenylmethanone) 2d by refluxing enaminones 1a‐f in methanol with diamines and formaldehyde.     

Synthesis and Characterization of Thiazepine/Benzothiazepine Derivatives Through Intramolecular C‐2 Ring Expansion Pathway

A facile and highly efficient one‐pot synthesis of novel thiazepine and benzothiazepine derivatives was established by ring expansion. With a greener methodology (ultrasonication), a polysubstituted ring system with the thiazepine core moiety can be easily synthesized from simple and easily available reactants in good yields. Moreover, the synthesized compounds show fluorescence and also antioxidant activity.     

A Green Approach for the One‐Pot,Three‐Component Synthesis of 2‐Arylpyrroloacridin‐1(2H)‐Ones using Lactic Acid as a Bio‐based Catalyst under Solvent‐Free Conditions

A facile and benign synthetic strategy is proposed for the synthesis of 2‐arylpyrroloacridin‐1(2H )‐ones via a lactic acid‐catalyzed three‐component reaction of dimedone, various anilines, and isatins under solvent‐free conditions. Avoidance of hazardous organic solvents, the use of a one‐pot multicomponent procedure for the synthesis of 2‐arylpyrroloacridin‐1(2H )‐ones, operational simplicity, no need for column chromatography, lactic acid utilization as a bio‐based organic compound, reusability, homogeneity, and commercial availability of the catalyst, and superior synthetic performance are some important aspects of this methodology to access a series of pyrroloacridine motifs with potentially biological scaffolds.     

Synthesis,antimicrobial, and antioxidant activities of new pyridyl‐ and thiazolyl‐bearing carbohydrazides

A series of novel substituted (E)‐N′‐benzylidene‐4‐methyl‐2‐(2‐propylpyridin‐4‐yl)thiazole‐5‐carbohydrazide derivatives ( 6a‐l ) have been synthesized by following the multistep synthetic route starting from prothionamide. The resulting compounds were characterized via ¹H, ¹³C NMR, and HRMS spectral data. The synthesized carbohydrazides were evaluated for their in vitro antimicrobial and antioxidant activities. Tested molecules have displayed moderate to good growth inhibition activity. Among the screened compounds, 6b , 6e , 6j, and 6k are found to be the more promising antimicrobial agents. A 2,2‐diphenyl‐1‐picrylhydrazyl assay was used to test the antioxidant activity of the carbohydrazides. The carbohydrazide derivatives 6b and 6i have shown better free‐radical scavenging ability than the other investigated compounds.     

Design,synthesis, and anticancer activities of sodium quinazolin-4-diselenide compounds

Substituted 4-chloroquinazoline reacted with sodium diselenide to give novel sodium quinazoline-4-diselenide compounds. The reaction provides an efficient and facile approach to the synthesis of sodium quinazoline-4-diselenide compounds. Structures of title compounds were confirmed by IR, ¹H NMR, ¹³C NMR, and elemental analysis. MTT assay was adopted to show anticancer activities of the compounds. Compounds 5a and 5h showed good activities against cancer-cell lines MDA-MB-435, MDA-MB-231, A549, SiHa, and HeLa. In addition, 5a exhibited quite good anticancer effects on relative above cell lines with 10μM concentration compared with oxaliplatin and gefitinib of the commercial anticancer drugs.     

An Efficient Protocol for the Synthesis of Novel 1,2,3‐Triazole Substituted 4H‐Chromene Derivatives

A facile and an efficient protocol has been developed for the synthesis of novel 1,2,3‐triazole substituted 4H‐chromene derivatives 4 in single pot by multicomponent reaction of 1,3‐cyclohexanedione, malononitrile and 1‐substituted 1,2,3‐triazole‐5‐aldehyde using potassium carbonate as catalyst.     

An Efficient One‐pot Three‐component Method for the Synthesis of 5‐Amino‐3‐(2‐oxo‐2H‐chromen‐3‐yl)‐7‐aryl‐7H‐thiazolo[3,2‐a]pyridine‐6,8‐dicarbonitriles

A facile, convenient, and adequate method has been developed for the synthesis of novel 5‐amino‐3‐(2‐oxo‐2H‐chromen‐3‐yl)‐7‐aryl‐7H‐thiazolo[3,2‐a]pyridine‐6,8‐dicarbonitriles ( 6 ) by employing 2‐(4‐(2‐oxo‐2H‐chromen‐3‐yl)thiazol‐2‐yl)acetonitrile ( 3 ) as an important precursor. Initially, we have synthesized the target compounds in a stepwise manner and then approached a tandem method to examine the feasibility of one‐pot method. Subsequently, one‐pot three‐component protocol has been established for the synthesis of title compounds by the reaction of 3 with benzaldehyde and malononitrile in refluxing ethanol engender a new six‐membered thiazolo[3,2‐a] pyridine as a hybrid scaffold. Reaction conditions were optimized for this reaction and a broad substrate scope with various aryl and heteroaryl aldehydes make this protocol very practical, attractive, and worthy. Mechanistic aspects for the formation of these compounds were outlined comprehensively. Characterization of these newly synthesized compounds was achieved by means of IR, ¹H NMR, ¹³C NMR, and HRMS.     

Synthesis,Characterization, and Molecular Docking of Novel bis‐thiazolyl Thienothiophene Derivatives as Promising Cytotoxic Antitumor Drug

A novel, facile reaction for the synthesis of series of bis‐thiazole derivatives has been developed from the reaction of the appropriate thiosemicarbazone derivatives and bis‐2‐bromoacetylthieno[2,3‐b ]thiophene derivatives in ethanol under reflux. The structures of the newly synthesized products were established on the basis of spectral data (mass, IR, and ¹H and ¹³C NMR) and elemental analyses. Fifteen compounds of the synthesized compounds were evaluated for their anticancer activity against human liver hepatocellular carcinoma cell line (HepG2). All compounds showed anticancer activity but differs in potency comparable with the reference drug Cisplatin. Moreover, molecular docking study using MOE software predicted the best binding mode between the most active compound 5o into the active site of human heat‐shock protein 90. The computational studies are confirming the results in biological activity.     

Tandem One Pot and Efficient Method for the Palladium‐Reagent‐Catalyzed Cross‐Coupling of Quinazoline Thiols

A facile synthesis of 1,4‐dihydroquinazolines from 2‐aminobenzyl amine and carbon disulfide via dithiocarbamate performed at room temperature is reported. Corresponding S‐alkyl quinazoline derivatives were obtained from 1,4‐dihydroquinazolines in one‐pot reactions under the palladium reagents after addition of alkyl halides. The versatility of this synthetic protocol has been demonstrated with various halo benzenes. The products thus obtained have been characterized by MP, IR, ¹H‐NMR, and mass spectroscopy.     

Synthesis and Antioxidant Activities of Novel 4,4′‐Arylmethylene‐bis(1H‐pyrazole‐5‐ol)s from Lignin

A series of novel bispyrazoles joined by arylmethylene at C‐4 position were synthesized with aromatic aldehydes obtained from lignin and screened for their in vitro antioxidant activities by N,N‐diphenyl‐N′‐picrylhydrazyl (DPPH) and 2,2′‐azino‐bis(3‐ethylenzothiazoline‐sulphonic acid) diammonium salt (ABTS⁺) radical scavenging assays. All of these compounds exhibited good DPPH and ABST⁺ radical scavenging activities as compared to the standard, Trolox, which suggested their potential as promising agents for curing tumors or other free radical‐related diseases.     

Facile Method for Stereoselective Synthesis of New Chiral (1R,4aR,8aR)‐1,3,4,4a,5,7,8,8a‐Octahydro‐2‐methylene‐naphthalene‐6‐one‐1‐propanenitrile,an Important Precursor of Solanapyrones

A novel and facile strategy for stereoselective synthesis of new chiral (1R,4aR,8aR)‐1,3,4,4a,5,7,8,8a‐octahydro‐2‐methylenenaphthalene‐6‐one‐1‐propanenitrile (8) by one‐pot stereoselective hydrogenation/acetalization and Beckmann fragmentation is described. Chiral octalone 8, an important precursor of solanapyrone, was obtained in good yield.     

Formal Synthesis of (±)‐Trachelanthamidine via Base‐Induced Formal [3+2] Annulation and Intramolecular Cyclization

Base‐induced coupling/cyclization stepwise [3+2] annulation of α‐sulfonylacetamide with (Z)‐2‐bromoacrylates yielded polysubstituted pyroglutamates with three contiguous chiral centers with trans‐trans orientation in a one‐pot synthesis. The pyrrolizidine skeleton was obtained via an intramolecular cyclization. This facile strategy was used to synthesize (±)‐trachelanthamidine.     

Synthesis,characterization, antioxidant and anti‐diabetic activities of a novel protein–vanadium complex

The protein–vanadium complex was successfully synthesized and systematically characterized using electron paramagnetic resonance, Fourier transform‐infrared spectroscopy and thermogravimetric analysis. The antioxidant activity analysis indicated that it had better radical scavenging activity on 1,1‐diphenyl‐2‐picrylhydrazyl (DPPH), 2,2′‐azinobis (3‐ethylbenzothiazoline)‐6‐sulfonic acid (ABTS) and O₂^? compared with the free protein and vanadate. Additionally, the complex exhibited high anti‐diabetic activity against Saccharomyces cerevisiae α‐glucosidase and rat intestinal maltase with IC₅₀ values of 258.53 and 72.41 μg/ml, respectively. Kinetics study showed that the complex was a mixed inhibition type against S. cerevisiae α‐glucosidase and uncompetitive inhibition type against rat intestinal maltase. These indicated that the complex with antioxidant and anti‐diabetic potential could be used for lowering blood glucose that might be caused by insufficient secretion of insulin in the body or excess fat storage. Our findings provide a new protein–vanadium complex for further use in diabetes mellitus or obesity.     

Dehydrogenation of the NH−NH Bond Triggered by Potassium tert‐Butoxide in Liquid Ammonia

A novel strategy for the dehydrogenation of the NH−NH bond is disclosed using potassium tert ‐butoxide (t BuOK) in liquid ammonia (NH₃) under air at room temperature. Its synthetic value is well demonstrated by the highly efficient synthesis of aromatic azo compounds (up to 100 % yield, 3 min), heterocyclic azo compounds, and dehydrazination of phenylhydrazine. The broad application of this strategy and its benefit to chemical biology is proved by a novel, convenient, one‐pot synthesis of aliphatic diazirines, which are important photoreactive agents for photoaffinity labeling.