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Beilstein Journal of Organic Chemistry
Scopus
ISSN 1860-5397 · Beilstein-Institut · 4.302 artikel di indeks
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Artikel Jurnal
Synthesis of diaryl phosphates using phytic acid as a phosphorus source
Phytic acid is a phosphorus-rich molecule, which is produced by plants using water-soluble phosphates absorbed from soil. It can potentially serve as a phosphorus source in the syntheses of organic phosphates; however, this approach has not been utilized for the preparation of phosphate esters. In…
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Screwing the helical chirality through terminal peri-functionalization
Helical chirality is an important, but underrated form of chirality than other types of chirality. Molecules with helical chirality impart a crucial role in several biological phenomena as well as in modern materials applications. Classically, the generation of chiral helicity in organic molecules…
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Circumventing Mukaiyama oxidation: selective S–O bond formation via sulfenamide–alcohol coupling
A selective and efficient method for the synthesis of sulfinimidate esters via an NBS-promoted oxidative coupling of sulfenamides with alcohols has been developed. This operationally simple, metal-free protocol uses inexpensive and readily available reagents, operates under mild conditions…
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Highly electrophilic, gem- and spiro-activated trichloromethylnitrocyclopropanes: synthesis and structure
New highly electrophilic gem- and spiro-activated trichloromethylnitrocyclopropanes were obtained by the Michael-initiated ring closure (MIRC) reaction of 1-bromo-1-nitro-3,3,3-trichloropropene with linear and cyclic CH-acids catalyzed by bases. Conditions for obtaining the target cyclopropanes…
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Artikel Jurnal
Design and synthesis of an axially chiral platinum(II) complex and its CPL properties in PMMA matrix
A pair of an axially chiral platinum(II) complex was synthesized via Sonogashira coupling and subsequent coordination of a pincer ligand to a precursor. The complex exhibited a broad absorption band ranging from 250 to 550 nm in the UV–vis spectrum, with TD-DFT calculations indicating mixed…
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Asymmetric Mannich reaction of aromatic imines with malonates in the presence of multifunctional catalysts
Various multifunctional enantiomerically pure organocatalysts were synthesized and screened in asymmetric Mannich reaction. The reaction of aromatic imines with malonates in the presence of amino acid-derived catalysts gave Mannich adducts in very high enantiomeric purities (up to 98% ee). It is…
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Total synthesis of natural products based on hydrogenation of aromatic rings
Arenes and heteroarenes are easily available building blocks in organic chemistry, and saturation the aromatic ring facilitates synthetic chemists to efficiently synthesize natural products with complex three-dimensional structures. Recent advances in catalyst and ligand design have enabled…
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Improved synthesis and physicochemical characterization of the selective serotonin 2A receptor agonist 25CN-NBOH
25CN-NBOH is a selective serotonin 2A receptor agonist used extensively as a tool compound in preclinical research. Herein, we perform an in-depth characterization of 25CN-NBOH and report key physicochemical properties in the solid state as well as in the solution state, namely stability…
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Reactivity umpolung of the cycloheptatriene core in hexa(methoxycarbonyl)cycloheptatriene
A reactivity umpolung approach for the derivatization of cycloheptatrienes was extended to hexa(methoxycarbonyl)cycloheptatriene, which forms the corresponding anion reactive towards electrophiles. Despite the presence of four potential reactive sites, the reactions mainly involve the initial…
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Base-promoted deacylation of 2-acetyl-2,5-dihydrothiophenes and their oxygen-mediated hydroxylation
Solvent-dependent transformations of polysubstituted 2-acetyl-2,5-dihydrothiophenes to the corresponding 2-hydroxy- or deacetylated derivatives are described. The treatment of a methanolic solution of the dihydrothiophene substrates with sodium methoxide afforded the deacylated products…
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A new synthesis of Tyrian purple (6,6’-dibromoindigo) and its corresponding sulfonate salts
6,6’-Dibromoindigo is the major component of a historic pigment, famous since ancient times, known as Tyrian purple. In this work, we report a new strategy for the synthesis of 6,6’-dibromoindigo in four steps from p-bromotoluene in 14.5% overall yield. A key improvement in the reported synthesis…
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Symmetrical D–π–A–π–D indanone dyes: a new design for nonlinear optics and cyanide detection
Three indan-2-one-based donor–π–acceptor–π–donor type dyes with symmetric donor groups were synthesized and characterized to study their nonlinear optical (NLO) properties and their potential use in the rapid and selective determination of cyanide. The designed structures feature symmetrical…
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Streptoquinolines A and B, new antibacterial meroterpenoids produced by Streptomyces sp. TMPU-A0679
In the course of screening vancomycin-resistant enterococci (VRE), two new meroterpenoids, streptoquinolines A (1) and B (2), were isolated from a culture of terrestrial Streptomyces sp. TMPU-A0679. The structures of 1 and 2 were elucidated based on spectroscopic analyses, including NMR and MS, and…
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Advances in Zr-mediated radical transformations and applications to total synthesis
Radical reactions, which have been reported in large numbers in recent years, have exerted major influence across fields where organic synthesis plays a central role, including pharmaceuticals, agrochemicals, materials chemistry, organic semiconductors, and organic thin-film solar cells. These…
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Electrosynthetic access to unsymmetrical oxaza[8]helicenes with high chiral stability and strong circularly polarized luminescence (CPL)
Heterohelicenes are compelling chiral π-conjugated scaffolds for optoelectronic and chiral-photonic technologies because their helical frameworks and doped heteroatoms endow them with various photophysical, chiroptical, and electronic merits. However, unsymmetrical heterohelicenes remain rare, as…
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Artikel Jurnal
Configuration–packing synergy enabling integrated crystalline-state RTP and amorphous-state TADF
A twisted D–π–A molecule, PI-Cz 1, was designed and synthesized using phthalimide as the acceptor, carbazole as the donor, and a phenylene bridge. Single-crystal X-ray diffraction revealed a markedly non-coplanar skeleton. Calculations based on the crystallographic geometry and frontier-orbital…
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Spirobarbiturates with a pyrrolizidine moiety: synthesis, structure and biological evaluation
Polycyclic spirobarbiturates containing a pyrrolizidine moiety were synthesized via a one-pot three-component 1,3-dipolar cycloaddition reaction of alloxan, ʟ-proline and N-substituted maleimides. The reaction stereoselectivity was found to depend on the nature of substituents in the maleimide: in…
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Artikel Jurnal
Arene activation via π-bond localization: concepts and opportunities
Dearomatization reactions of aromatic feedstocks constitute a highly efficient and conceptually powerful class of transformations for the synthesis of complex, three-dimensional molecular architectures with tailored physicochemical properties. Despite notable advances in dearomative methodologies…
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Artikel Jurnal
Conformational analysis of difluoromethylornithine: factors influencing its gas-phase and bioactive conformations
Difluoromethylornithine (DFMO, eflornithine) is a fluorinated analogue of ornithine that serves both as an inhibitor of ornithine decarboxylase and as a therapeutic agent against African trypanosomiasis. Beyond its pharmacological importance, DFMO provides a valuable model for examining how…
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