Molbank, Volume 2023, Issue 2

The dihydrochloride salt of pexidartinib was synthesized and the crystal structure of its dihydrate was determined from single crystal data. The asymmetric unit consists of one formula unit. In the pexidartinib molecule, the N atom of the central pyr...

The 2-oxo-1,2-dihydroquinolin-8-yl 4-chlorobenzoate was synthesized in good yield using a triethylamine-mediated O-acylation reaction between 8-hydroxyquinolin-2(1H)-one and 4-chlorobenzoyl chloride in acetonitrile at room temperature. This methodolo...

A binuclear tungsten(0) complex with an asymmetric bridging 1,2-diphosphole ligand was prepared by the photolysis of tungsten hexacarbonyl in the presence of 1-isopropyl-2-phenyl-1,2,5,6-tetrahydroacenaphtho [5,6-cd][1,2]diphosphole. The tungsten com...

Among the methods used for the synthesis of functionalized heterocyclic compounds, photochemistry has gained immense popularity due to the reactivity of intermediates in photoinduced reactions. In this study, we report on the effect of diaryl disulfi...

Sn(IV)-porphyrin complex with trans-dihydroxo axial-ligands and 2-pyridyl peripheral substituents, namely (trans-dihydroxo)[5,10,15,20-tetrakis(2-pyridyl)porphyrinato]tin(IV) was synthesized and fully characterized by various techniques such as eleme...

A two-stage synthesis of 5-aroyl-2-aryl-3-hydroxypyridin-4(1H)-ones (56–66% overall yields) was carried out by refluxing 5-aroyl-3-(benzyloxy)-2-(het)aryl-4H-pyran-4-ones with ammonium acetate in AcOH and subsequent debenzylation. The prepared...

N-(diisopropylphosphanyl)benzamide, PhC(O)NHPiPr₂, has been synthesized in good yield following two alternative procedures that employ benzamide as the starting material. The first one is a two-step preparation, in which N-(trimetilsilyl)benzamide is...

A promising imidazole compound was synthesized through the following route. The reaction of 5-methyl-2-phenyl-1H-imidazole-4-carbohydrazide (1) with carbon disulfide and potassium hydroxide in ethanol (80%) afforded potassium salt (2). Refluxing of (...

The reaction of a 1:1 mixture of 3-(benzofuran-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde (1) and 2-((4-methoxyphenyl)imino)-3-phenylthiazolidin-4-one (2) in anhydrous ethanol containing piperidine as a catalyst under reflux for 4 h gave (2Z,5Z)-5-((3...

In this short note, we elaborate on a synthetic method for a new terpyridine Schiff base-bearing vanillin motif. The structure of the product was confirmed via ¹H and ¹³C-NMR spectroscopy and FT-IR spectroscopy. Due to the peculiar coordination natur...

Reaction of triplet O₂ with the bridged dipotassium dicyclopentadienyl salt, ansa-[(CHBu^t)₂(Ph₂C₅H₂)₂]K₂(THF)₃ 1, in dry MeCN facilitated an intramolecular cyclopentadienyl ring-C to ring-C bond formation and the precipitation of the crude produ...

2-(5,6-diphenyl-1,2,4-triazin-3-yl)pyridinium dichloroiodate (I) (1) was synthesized by reacting 3-(2-pyridyl)-5,6-diphenyl-1,2,4-triazine with ICl in dichloromethane solution. The structural characterization of 1 by SC-XRD analysis was accompanied b...

2-Substituted 1,4-benzodioxanes bearing one or more substituents at benzene are important templates in the design and synthesis of a large variety of biologically active compounds. One of the most straightforward synthetic strategies to prepare them...

A six-coordinated indium(III) complex (AP^Me)(imSQ^Me)In(bipy) (1), bearing two types of redox-active ligands—mono- (imSQ^Me) and dianion (AP^Me) of 4,6-di-tert-butyl-N-(2,6-dimethylphenyl)-o-iminobenzoquinone and 2,2′-bipyridyl—was syn...

Copper methoxide compound IPrCuOMe was unexpectedly formed in a reaction of IPrCuPPh₂ with methyl acrylate. The alkoxide product was identified from the reaction mixture spectroscopically and structurally characterized. This C–O bond cleavage r...

Reaction of 3-aminobenzenesulfonic acid (HL1) with Cu(NO₃)₂·2.5H₂O in H₂O/DMF leads to the formation of the new bis(3-aminobenzenesulfonato-κN)-diaqua-bis(dimethylformamide-κO)-copper(II) complex [Cu(L1)₂(DMF)₂(H₂O)₂] (1) (HL1 = 3-...

The reaction of equimolar equivalents of 1-(4-methoxyphenyl)-5-methyl-1H-1,2,3-triazole-4-carbohydrazide (1) and 2-acetylbenzofuran (2) in anhydrous ethanol containing a catalytic amount of concentrated hydrochloric acid under reflux for 2 h gave (E)...

A hybrid compound 5: (E)-6-hydroxy-2-oxo-2H-chromen-7-yl 3-(4-hydroxy-3-methoxyphenyl)acrylate composed of (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (ferulic acid) 1 and 6,7-hydroxycoumarin (esculetin) 3 was prepared in a 61% yield by the esterif...

In order to investigate the coordination chemistry of O-alkyl N-aryl thiocarbamate ligands toward coinage metals, CuBr was reacted with one equivalent of MeOC(=S)N(H)Ph L in MeCN solution to afford the 1D-polymeric title compound [{Cu(μ₂-Br)₂Cu}{&...

Here, we present a protocol for the one-step synthesis of the title compound in quantitative yield using adapted Vilsmeier conditions. The product was characterized by ¹H-,²H-,¹³C-NMR-, as well as IR and Raman spectroscopy. Spectral data are given in...

Two novel Sb(III) and Sb(V) peri-substituted acenaphthene phosphorus−antimony compounds were prepared. The Sb(III) compound, 1, was prepared via reacting the organolithium precursor with dichloro(p-tolyl)Stibine, and 2 was prepared by the chlor...

Isoetin derivatives are a rare class of flavonoids with a rather erratic occurrence across the plant kingdom. The Cichorieae tribe of the Asteraceae family has proven to be a rich source and a centre of chemical diversity of this class of compounds....

Here, we first report the 2′-acyloxy-1,3-dicarbonyl compound construction in a three-component oxidative reaction of alkyl ketene dimer with cyclic diacyl peroxide and trimethyl orthoformate. The discovered synthesis allows us to form 2′-...

(R)-(+)-3,5-dinitro-N-(1-phenylethyl)benzothioamide 1 is a potential chiral solvating agent (CSA) for the spectral resolution of enantiomers via ¹H NMR spectroscopy. The single enantiomer of 1 was synthesized from commercially available (R)-(+)-a-met...

1,2,5-Chalcogenadiazoles fused with electron-withdrawing heterocycles have been actively investigated for the preparation of organic photovoltaic materials. [1,2,5]Oxadiazolo[3,4-d]pyridazines are much less studied than other chalcogenadiazolopyridaz...

A new 2-amino imidazole derivative, 5-(4-chlorophenyl)-N,1-di-o-tolyl-1H-imidazole-2-amine (3), has been synthesized using a green approach. The reaction was conducted in a ChCl (cholinium chloride)/urea eutectic mixture, which is a nature-inspired a...

Trehalose conjugates of 3-hydroxychromone (3HC) dyes have previously been utilized as fluorescence labels to detect metabolically active mycobacteria with a view to facilitating point-of-care detection of mycobacterial pathogens, especially Mycobacte...

The title compound, 1-(3-isoselenocyanatopropyl)adamantane, was synthesized for the first time from 3-(adamantan-1-yl)propan-1-amine by the two-stage reaction with 1-(3-isocyanopropyl)adamantane as intermediate. The product was characterized by NMR,...

A new bicyclic sulfonamide derivative, N-(1-(bromomethyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-yl)benzenesulfonamide, was synthesized in the reaction of benzenesulfonamide and camphene in the presence of N-bromosuccinimide in acetonitrile. The proposed...

The title compound was synthesized in near-quantitative yield using nucleophilic aromatic substitution of 4,4′-(hexafluoroisopropylidene)diphenol (BPAF) with perfluoropyridine (PFP). The purity and structure were determined by NMR (¹H, ¹³C, ¹⁹F...

Polypyrroles attract significant attention as the promising class of conductive polymers for the organic electronics, electrochemical energy-storage, photovoltaics, sensing and light-emitting devices due to their electrochemical and electrical proper...

The synthesis of methyl 3,3-bis[4-(dimethylamino)phenyl]-2,2-dimethylpropanoate is achieved by means of the alkylation of methyl isobutyrate silyl enol ether with bis[4-(dimethylamino)phenyl]methanol, facilitated by using 1,1,1,3,3,3-hexafluoroisopro...

In this paper, we report (η⁵-pentamethylcyclopentadienyl)iridium{1,3-bis(2,3,4,5,6-pentafluorobenzyl)imidazolin-2-ylidene}dichloride, 2, synthesized using a silver transfer agent generated from 1,3-bis(2,3,4,5,6-pentafluorobenzyl)imidazolium brom...

Multicomponent reactions have been demonstrated as a promising tool for the creation of diverse molecular structures with enhanced efficiency, reduced waste, and a high atom economy. Arylglyoxal monohydrates with two different carbonyl groups are wel...

Salen ligands and relative metal complexes are widely used in many fields, such as catalysis, sensing, optical and electronic materials. The introduction of a wide range of substituents in different positions, both in the salen scaffold and in the di...

The title compound was characterized for the first time by a full range of physical methods including UV, FTIR, mass spectrometry and X-ray structure determination. The copper atoms have a distorted tetrahedral structure close to a trigonal pyramid.

The structure of four hydroxamic acids (HA) that show antifungal activities in complexes with several metals is revealed by single crystal diffraction. The structures of HA with C₂, C₆, C_10, and C₁₂ hydrocarbon chains are reported. The smallest membe...

The novel organic salt 7-((5-bromo-1H-indol-3-yl)(4-methoxyphenyl)methyl)1,3,5-triaza-7-phosphaadamantan-7-ium tetrafluoroborate was synthesized from a Lewis acid (LA) and Lewis-base (LB) reaction between 1,3,5-triaza-7-phosphaadmantane (LB) and 5-br...

We synthesized the luminescent ruthenium(II) polypyridyl complexes of type [Ru(bpy)₂(L1)][ClO₄]₂ (1) (where L1 = 4,4-dicarboxy-2,2-bipyridine); [Ru(bpy)₂(L2)][ClO₄]₂ (2); and [Ru(L2)₃][ClO₄]₂ (3) (where L2 = 4,4-dimethanol-2,2-bipyridine). Photo-phys...

The titular compound was characterized for the first time using a full range of spectroscopic methods, including UV, IR, ¹H, and ¹³C NMR spectra. In solution, all methods showed a keto–enol equilibrium strongly shifted to the enol form. The X-r...

A highly selective one-pot microwave-assisted synthesis of 9-methoxynaphtho[1,2-b]benzofuran was obtained by treating 1-naphthol with 1-bromo-4-methoxy-2-nitrobenzene and two molar equivalents of potassium tert-butoxide in dimethyl sulfoxide. The sel...

In continuation of our research program to develop original synthetic methods using TDAE methodology on nitroheterocyclic substrates, we were able to generate for the first time a stable carbanion in position 2 of the 5-nitroimidazole scaffold. Start...

In the original publication [...]

This paper presents the discovery and development of antifungal agents against Fusarium oxysporum (Fox), a devastating plant pathogen. Diethyl 2-((arylamino)methylene)malonates (DAMMs) were formed as side-products during the synthesis of polysubstitu...

5-(2-Aminopropyl)benzofuran (5-APB), also known as “Benzo Fury,” is a novel psychoactive substance (NPS) belonging to a new class of synthetic phenethylamines. It acts by disrupting serotonergic circuits as a serotonin–norepinephrin...

The title compound has been synthetized using a one-pot cascade process of ethyl (E)-3-(2-aminophenyl) acrylate and 2-formylbenzonitrile in the presence of Cs₂CO₃ as the catalyst. The synthetic route has been rationalized as a base-catalyzed tandem a...

The Cadogan reaction of 2-aryl-3-nitropyridines leads to δ-carbolines. The title compound is a side product in this reaction, generated via a ring opening of a nitrene and cyclization. A crystal structure analysis gives an enormous unit cell.

In the current study, the conjugate of 3-oxo-lithocholic acid with N-methylpiperazine and paraform was synthesized using the Mannich reaction and evaluated for antiviral activity. This modification resulted in a dramatic increase of antiviral activit...

Herein we report the synthesis of (±)-N-(3-chlorophenethyl)-2-(6-methoxynaphthalen-2-yl)propanamide in the reaction between 2-(3-chlorophenyl)ethan-1-amine and (±)-naproxen. The newly obtained bio-functional hybrid molecule was fully ch...

3-(2-Chloro-5-methylphenoxy)propane-1,2-diol 1 is a possible precursor in the chiral beta blocker Bupranolol synthesis. Both racemic and single-enantiomeric samples of 1 were synthesized and characterized by single crystal XRD. The absolute configura...