2025 September - 40 articles
A tandem synthetic sequence involving photo-induced intramolecular [2+2] cycloaddition followed by acid-promoted ring expansion was developed to access the novel bicyclic triketone framework. The process begins with the UV (254 nm) irradiation of cyc...
Acyl chloride alcoholysis is a fundamental and typically high-yielding method for ester synthesis. However, competitive side reactions can occur when the acyl chloride possesses multiple electrophilic sites and the alcohol is a strong nucleophile. We...
The title compound was synthesized using Pt-catalyzed hydrosilylation of octasilane POSS and allyl 1H,1H-perfluorooctyl ether. The purity and structure were determined by NMR (1H, 13C, 19F, 29Si), and MALDI TOF-MS.
A novel usnic acid derivative with 2-chlorothiazole substituent was obtained by a three-step synthesis from usnic acid. The structure of the product was proved by a set of physical methods, including 1H, 13C, HRMS, HSQC, HMBC and IR spectroscopy.
Syringic acid (1) is a naturally occurring compound with diverse biological activities. Structural modification of syringic acid often enhances its utility; however, the spectroscopic data for several derivatives remain unreported, and the procedures...
The synthesis and crystal structure of 4,11-dimethyl-2,13-di-m-tolyltribenzo[b,e,g][1,4]dioxocine-7,8-dicarbonitrile are reported. X-ray diffraction analysis reveals a rigid dioxocine core with m-tolyl substituents adopting torsional angles of 25&nda...
Two pyrazole derivatives were prepared in three steps from (camphor-3-yl)acetic acid. The pyrazole derivatives were fully characterized. The stereochemistry at the newly formed stereogenic center was confirmed by NOESY measurements and single crystal...
An amino acid-derived 2-thiohydantoin, 5-(2-methylsulfanylethyl)-3-prop-2-enyl-2-sulfanylideneimidazolidin-4-one, obtained from l-methionine, was synthesized in a two-step reaction protocol with allyl isothiocyanate. The compound was obtained in an 8...
Overexpression of protein phosphatase 5 (PP5) is linked to tumor cell growth, making it a candidate for small-molecule drug therapy. Since the PP2A domain has been selectively inhibited using functionalized scaffolds that maximize contacts, a similar...
A practical four-step sequence for the synthesis of α,δ-dioxoesters with high enantiomeric excess was developed. It makes use of a regio- and stereoselective Michael addition of a chiral ketimine to ethyl 2-(phenylthio)-2-propenoate as a...
The 1,3-dipolar cycloaddition reaction was applied to 9α-hydroxyparthenolide, an important sesquiterpene component of Anvillea radiata that was extracted directly from plant material collected in Morocco. Several new spiro-isoxazolidine derivat...
Polyfluoroarenes are widely used in organic synthesis because they readily undergo nucleophilic substitution reactions. This reactivity prompted us to report the synthesis and spectroscopic characterization of a new compound, 1H,1H,7H-dodecafluorohep...
Starting with DPPH-diradical, the corresponding dinitro-derivative was obtained in a biphasic system using solid sodium nitrite and 15-crown-5 ether as the nitrating reagents. The new compound was characterized using 1H- and 13C-NMR, IR, and UV-Vis....
The structure of N-[(2H-1,3-benzodioxol-5-yl)methyl]-2-(2,2,2-trichloroacetamido)benzamide was verified by using a combination of 1D and 2D NMR techniques. Fully assigned data from 1D NMR (1H, 13C and DEPT 135) and 2D NMR (COSY, HMQC, HMBC) spectra w...
Three novel hypoxanthine derivatives (1–3) were obtained from the Okinawan cyanobacterium Okeania hirsuta. The structures of these compounds were elucidated mainly based on the spectroscopic data, including 1D and 2D NMR, as well as high-resolu...
Because allopregnanolone and derivatives represent biologically active molecules, in this letter, we present the synthesis of a new bioconjugate steroid pyridinium salt derived from allopregnanolone in three steps. The key steps involve the formation...
Rhodanine derivatives, as a subtype of thiazolidin-4-ones, represent an important class of heterocyclic compound known for their broad spectrum of biological activities and practical applications. In this short note, the synthesis of a new compound,...
In this report, we describe the synthesis of a compound derived from the natural compound celastrol, which is connected to a phthalimide moiety via an ester linkage. The compound was fully characterized by proton (1H), carbon-13 (13C), heteronuclear...
The reaction of rhodanine vinyl bithiophene (BTR) with molecular dibromine (Br2) resulted in the formation of compound 1. Single-crystal X-ray diffraction analysis revealed bromination of the terminal thiophenyl ring and the formation of a 1:1 CT &ld...
d-Tagatose, classified as a rare sugar, exhibits notable biological activities, including its function as a low-calorie sweetener. The three-dimensional configuration of carbohydrates is crucial for elucidating their functional properties. Numerous s...
Resveratrol is a natural stilbene known for its wide range of biological activities, including antioxidant, anti-inflammatory, and anti-aging effects. However, its application in cosmetics and dermatology is limited by poor stability and bioavailabil...
The reaction of 2-(3-chloro-5-phenyl-4H-1,2,6-thiadiazin-4-ylidene)malononitrile with ammonia in anhydrous THF, at ca. 20 °C, for 24 h, gave 6-amino-4-phenylpyrrolo[2,3-c][1,2,6]thiadiazine-5-carbonitrile in 95% yield. The product was characteriz...
The thioether-functionalized 2-azabutadienes (ArS)2C=C(H)-N=CPh2 (L1 Ar = Ph, L2 Ar = p-Tol) ligate to [Mn(CO)5Br] to form the octahedral five-membered S, N-chelate complexes fac-[MnBr(CO)3{(ArS)2C=C(H)-N=CPh2] (1 Ar = Ph; 2 Ar = p-Tol), whose crysta...
d-Tagatose, a rare sugar, is recognized as a low-calorie sweetener, used in daily life. Although d-tagatose exhibits intriguing biological activities, the synthesis of its derivatives has rarely been reported. In this study, we developed a method for...
Heterocycles—cyclic compounds containing at least one non-carbon heteroatom (e.g., N, O, S)—are fundamental in medicinal chemistry due to their influence on a drug’s physicochemical and biological properties. They improve solubility...
A series of new amide-based cyclotriphosphazene molecules consisting of different terminal groups (heptyl, decyl, and tetradecyl) at the periphery was successfully synthesized and characterized. The reaction began with the alkylation of methyl-4-hydr...
A new π-conjugated acceptor–donor–acceptor small molecule, designed for applications in organic solar cells, containing a terthiophene core and indandione- and benzonitrile-based electron-withdrawing units, was synthesized via a multi-...
During the Swern oxidation of 3-methylbut-3-en-1-ol, an unexpected C-C bond formation product, 3-methyl-2-(methylthio)but-2-enal, was obtained. Its structure was characterized using 1H-NMR, 13C-NMR, and HRMS. Based on the classical Swern oxidation me...
Boronic acids are an important class of molecules diversely used in organic synthesis, catalysis, medicinal chemistry, and for the design of functional materials. Particularly, aryl boronic acids in the solid state are known to exhibit pharmaceutical...
In this study, on the basis of a previous report, a pyrene-anchored nickel complex was designed and synthesized via five steps. The NMR spectra of the synthesized complex were found to exhibit significant proton and carbon chemical shift anisotropy....
The semi-synthesis of the (5R,7R,11bR)-9-(di(1H-indol-3-yl)methyl)-4,4,7,11b-tetramethyl-1,2,3,4,4a,5,6,6a,7,11,11a,11b-dodecahydrophenanthro[3,2-b]furan-5-yl acetate was performed via a pseudo-multicomponent reaction involving a double Friedel&ndash...
Target compound 3′H-spiro[dibenzo[c,h]xanthene-7,1′-isobenzofuran]-3′-one (1) has long been known to be a by-product obtained from the preparation of naphtholphthalein. The structure of compound 1 was elucidated in the early 20th ce...
The title compound, C26H21BrN2O5 (Compound 4), was obtained via our previously described procedure with modifications, i.e., via a facile one-pot three component reaction starting from commercially available materials. Compound 4 was crystallized fro...
N,N,N′-tris(trimethylsilyl)-carboximidamides are effective reagents in synthetic chemistry in reactions with both non-metal and metal halides, because the side product is the mild and volatile ClSi(CH3)3 rather than corrosive HCl. The title com...
Fused 1,2,5-chalcogenadiazoles are often used as biologically active compounds and organic optovoltaic materials. [1,2,5]Thiadiazolo[3,4-b]pyrazines are much less studied due to difficulties in their preparation. In this communication, [1,2,5]thiadia...
The title compound, 4-(4-formyl-3,5-dimethoxyphenoxy)butyric acid (BAL), is an important “handle” for solid-phase synthesis of peptides and related compounds. Reported here is an X-ray single crystal structural analysis of BAL. The molecu...
The study focuses on the synthesis and detailed crystal structure analysis of 4-([1,1′:3′,1′′-terphenyl]-2′-yloxy)-5-chlorophthalonitrile. Using X-ray diffraction methods, the authors achieved the precise refinement of t...
(−)-Patagonic acid (1) is a clerodane diterpene isolated from several plants from the Alismataceae, Asteraceae, Euphorbiaceae, Fabaceae, Lamiaceae, Salicaceae, Sapindaceae, and Velloziaceae families, and its biological potential as an inhibitor...
Here, 2-(2-(Benzylamino)-2-oxoethyl)-1-methyl-1H-pyrrole-3-carboxylic acid was efficiently synthesised in good yield via an amide coupling reaction between 2-carboxymethyl-1-methyl-1H-pyrrole-3-carboxylic acid and benzylamine, employing TBTU as the c...
In the present study, we describe the synthesis of N-(2-((2-(1H-indol-3-yl)ethyl)carbamoyl)phenyl)furan-2-carboxamide via a two-step reaction sequence. Initially, isatoic anhydride was reacted with tryptamine to afford the corresponding intermediate,...
