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Search for "isolation" in Full Text gives 994 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.
Preparation of 3-(alkylamino)imidazo[1,2-a]pyridine-2-carbaldehydes via Kornblum oxidation and unexpected ring-opening reactions of the corresponding alcohols under oxidative conditions
Beilstein J. Org. Chem. 2026, 22, 763–770, doi:10.3762/bjoc.22.58
- ), using conditions described by Gladysz et al. [24]. Reaction with glyoxylic acid as the aldehyde component has previously been reported to yield the 2-unsubstituted product as a result of in situ decarboxylation [25]. Unexpectedly, on product isolation we discovered that compounds 13a–d, the methyl
Rongalite addition to dienones: diastereoselectivity in cyclic sulfone synthesis; stereochemical rationalization and prospects as a general conjugate nucleophile
Beilstein J. Org. Chem. 2026, 22, 742–752, doi:10.3762/bjoc.22.56
- 1b was provided by derivatization of both molecules in ways that confirmed their relative stereochemistry by taking advantage of the different symmetry elements present in each case. Thus, both reductive amination and hydride reduction of C2-symmetric 1a led to the isolation of the only possible
Anti-invasive and cytotoxic evaluation of a (+)-pinoresinol-based semisynthetic library against glioblastoma
Beilstein J. Org. Chem. 2026, 22, 691–704, doi:10.3762/bjoc.22.54
- reported. In this study, we chemically investigated the seeds of Eremophila maculata for the first time, which led to the isolation and characterization of two known plant metabolites, (+)-salicifoliol and (+)-pinoresinol. Due to the reported biological properties of the lignan natural product
- difficulties in collecting sufficient quantities of this plant part. Owing to access to Griffith University’s NatureBank biota repository, which contains 45 locally collected Eremophila samples, we were able to obtain more than 20 g of E. maculata seeds. Large-scale extraction and isolation studies on this
- biota library housed at the Institute for Biomedicine and Glycomics, Griffith University, Australia. This seed sample was collected on December 3, 1993 at Mount Crosby, Queensland, Australia. A voucher specimen (AQ600324) has been deposited with the Queensland Herbarium. Extraction and isolation The air
Towards the targeted protein degradation of CK2: design and synthesis of CAM4066-based PROTACs
Beilstein J. Org. Chem. 2026, 22, 611–619, doi:10.3762/bjoc.22.47
- construction. The synthesis of the ATP-site binder began with the alkylation of commercially available methyl 3-aminobenzoate (3) using bromoacetyl bromide. Although initial purification via silica gel chromatography led to substantial product loss, isolation by simple aqueous workup afforded the intermediate
Melifoliox B, a novel phloroglucin derivative isolated from Melicope barbigera (Rutaceae) and synthesis of new oxidation products from melifoliones A and B
Beilstein J. Org. Chem. 2026, 22, 535–546, doi:10.3762/bjoc.22.39
- from mixtures of melifoliones 1 and 2 using the applied chemical methods. Thus, it is clearly proven, that 4 cannot be built as an artifact during the isolation. Therefore, it is likely that the biosynthesis of the quinol 4 occurs via enzymatically catalysed oxidation in the leaves of Melicope
- reagents were of analytical grade. Melting points were determined on a Büchi SMP 20. Microwave experiments were performed in sealed tubes on a CEM, model DISCOVER, power 300 Watt apparatus with a special temperature programme. Isolation of compound 4 Compound 4 was isolated from the VLC-fraction MB-IX-5-P1
Modern synthetic pathways towards eribulin and its subunits
Beilstein J. Org. Chem. 2026, 22, 495–526, doi:10.3762/bjoc.22.37
- within their isolation study on halichondrin B, in 1986, Hirata and Uemura showed its promising activity against murine cancer cells [6], which led to a great interest in the pharmaceutical society [7][8][9][10][11][12][13][14][15][16][17][18][19][20]. Only 6 years later, Kishi and co-workers first
- of 1, its rapid development from first total synthesis to large scale production also highlights advances in the realm of synthetic chemistry. This progress was indispensable to ensure today`s broad accessibility, since only smallest quantities would be obtainable through isolation form its natural
Dialkylaminoalkylation of β-ketosulfones via ring-opening of 3-sulfonylpyrrolidines
Beilstein J. Org. Chem. 2026, 22, 383–389, doi:10.3762/bjoc.22.26
- by adding the alkyl halide directly to the cooled reaction mixture of the formed pyrrolidine without its isolation and purification, that provided higher yields of the quaternary compounds 3 rather than step by step approach. Further, we focused our attention on the search for the reaction conditions
- -amine (5) in 77% yield (Scheme 4). This observation prompted us to examine methoxy and morpholine adducts 4a and 4o in the same process that resulted in the isolation of sulfonylamine 5 in 69 and 48%, respectively. The literature search revealed that previously Langler and co-authors observed the
Ring contraction and ring expansion reactions in terpenoid biosynthesis and their application to total synthesis
Beilstein J. Org. Chem. 2026, 22, 289–343, doi:10.3762/bjoc.22.21
- editing; terpenoids; total synthesis; Introduction The vast richness of structural diversity in terpenoid natural products has fascinated organic chemists for more than a century now [1][2][3][4][5]. With more sophisticated techniques for isolation and characterisation emerging over the decades
- , thousands of closely related compounds could be identified. Among these, the more structurally interesting, rearranged or highly oxidised members can often only be vaguely traced back to their biogenetic origin based on co-isolation and biochemical intuition. Synthetic approaches can sometimes help to solve
- crokonoid B (67) by oxidation, carbocation formation and 1,2-alkyl shift in a semi-pinacol rearrangement [127]. The authors of the isolation report proposed an epoxide 67a as initiating species, but a diol could also serve in this function (see Scheme 21B). Upon formation of the secondary carbocation 67b, a
Spirobarbiturates with a pyrrolizidine moiety: synthesis, structure and biological evaluation
Beilstein J. Org. Chem. 2026, 22, 274–288, doi:10.3762/bjoc.22.20
- mixture by preparative TLC or column chromatography. Notably, compounds 4a, 4e, and 4k were purified by crystallization. Detailed synthetic and isolation procedures for all compounds are provided in Supporting Information File 1. We regret to state that when forming a mixture of diastereomers, we were
Arene activation via π-bond localization: concepts and opportunities
Beilstein J. Org. Chem. 2026, 22, 257–273, doi:10.3762/bjoc.22.19
- ; Introduction Aromaticity has intrigued chemists since Michael Faraday’s isolation of benzene in 1825, marking the beginning of a concept that has shaped much of modern chemical thinking [1][2]. Despite its fundamental importance, aromaticity remains an abstract notion [3]. It is central to understanding
- Taube reported the now famous pentaammineosmium(II) η2-benzene complex: the first system to yield kinetically stable η2-arene complexes that resist ligand exchange at room temperature in solution (Figure 5) [48]. This breakthrough opened the door to the isolation of such complexes and their subsequent
A mild and atom-efficient four-component cascade strategy for the construction of biologically relevant 4-hydroxyquinolin-2(1H)-one derivatives
Beilstein J. Org. Chem. 2026, 22, 244–256, doi:10.3762/bjoc.22.18
- quantitatively. Although the two-step sequence generally performed well, isolation of malonamides 1a–c was associated with significant material loss, impacting the overall yield. To address this, a one-pot synthesis directly from anilines was developed, avoiding isolation of intermediates. After approximately 4
- esterification of acids 11a–c afforded the isopropyl esters 12a–c in 71–98% yields. Similar attempts were made using cyclohexyl alcohol both as reagent and solvent in Fischer–Speier esterification; however, difficulties in purifying the reaction mixtures due to the large excess of alcohol prevented isolation of
- efficient reaction progress and facile isolation of pure products, with yields ranging from 65 to 81%. Pyranoquinolines 14a–c can be prepared from acids 11a–c via Fischer–Speier esterification, Steglich esterification, or intramolecular acylation through in situ formation of acyl chlorides. The cyclic
Synthesis of diaryl phosphates using phytic acid as a phosphorus source
Beilstein J. Org. Chem. 2026, 22, 213–223, doi:10.3762/bjoc.22.15
- would be difficult. Furthermore, when 1-naphthol (1k) and 2-naphthol (1l) were used as substrates, the 31P NMR yields of the produced diesters were 45% (2k) and 29% (2l), respectively, and their isolation was difficult because of the presence of large amounts of naphthol-derived by-products. When the
- diaryl phosphate was isolated as a sodium salt, and the isolated yields are listed below. The yields in parentheses represent 31P nuclear magnetic resonance (NMR) yields defined based on a calibration curve using triphenylphosphine oxide as an internal standard. The isolation of 2c and 2j was not
Streptoquinolines A and B, new antibacterial meroterpenoids produced by Streptomyces sp. TMPU-A0679
Beilstein J. Org. Chem. 2026, 22, 185–191, doi:10.3762/bjoc.22.12
- B (2) (Figure 1). Compounds 1 and 2 possessed a unique skeleton consisting of a drimane-type sesquiterpene fused with a quinoline moiety and both exhibited potent antibacterial activity against Gram-positive bacteria. This study describes the production, isolation, structural elucidation, and
- (Iwashiya Bio Science, Tokyo, Japan) at 180 rpm at 27 °C for 7 days. Isolation of compounds 1 and 2 The culture broth (6.0 L) was centrifuged to separate the mycelia and supernatant. Collected mycelia were treated with acetone (1.0 L) for 60 minutes. After suction filtration, the acetone solution was
Highly electrophilic, gem- and spiro-activated trichloromethylnitrocyclopropanes: synthesis and structure
Beilstein J. Org. Chem. 2026, 22, 123–130, doi:10.3762/bjoc.22.5
- were obtained using a MaXis mass spectrometer (Bruker Daltonik GmbH) equipped with an electrospray ionization source (4.5 eV) and a quadrupole time-of-flight analyzer (ESI–QTOF) in the positive ions detection mode, with methanol (0.1% FA [formic acid]) as solvent. Isolation of individual diastereomers
Total synthesis of natural products based on hydrogenation of aromatic rings
Beilstein J. Org. Chem. 2026, 22, 88–122, doi:10.3762/bjoc.22.4
- functional group manipulations, including a pivotal intramolecular SN2 cyclization, ultimately completing the total synthesis of (−)-senepodine F. Notably, this work also led to the structural revision of the originally assigned natural product, as reported in earlier isolation studies. Hydrogenation
Synthesis and applications of alkenyl chlorides (vinyl chlorides): a review
Beilstein J. Org. Chem. 2026, 22, 1–63, doi:10.3762/bjoc.22.1
One-pot synthesis of ethylmaltol from maltol
Beilstein J. Org. Chem. 2025, 21, 2755–2760, doi:10.3762/bjoc.21.212
- , needles, and bark of certain trees. In particular, the bark of larch trees contains 0.1–2 wt % maltol (2) and economic isolation methods using for example aqueous tannin liquors with extraction efficiencies of >90% have been developed [22][23][24]. Owing to the natural availability of maltol (2
Total synthesis of asperdinones B, C, D, E and terezine D
Beilstein J. Org. Chem. 2025, 21, 2730–2738, doi:10.3762/bjoc.21.210
- activity [20]. A related metabolite lacking the C7 prenyl group had been isolated from the cultures of Aspergillus chevalieri in 1976 [21]. The structure and absolute stereochemistry were confirmed by synthesis from tryptophan and ʟ-alanine [22]. The isolation of terezine D (6) and more recently, the (3R
Recent advancements in the synthesis of Veratrum alkaloids
Beilstein J. Org. Chem. 2025, 21, 2657–2693, doi:10.3762/bjoc.21.206
- subclass The cevanine-type alkaloids constitute the largest of the three subgroups of Veratrum alkaloids. However, they have long withstood the efforts of total synthesis endeavors, perhaps owing to their typically densely functionalized hexacyclic framework. To date, the isolation of at least 80 different
- isolation of heilonine was reported in 1989 by Kaneko et al. from Fritillaria ussuriensis. It is believed to be a constituent of “beimu", a traditional Chinese medicine that is used as a sedative, antitussive, and expectorant [52]. The nine stereocenters reside in two different regions of the molecule
Thiazolidinones: novel insights from microwave synthesis, computational studies, and potentially bioactive hybrids
Beilstein J. Org. Chem. 2025, 21, 2618–2636, doi:10.3762/bjoc.21.203
- ), delivers excellent yields (up to 99%), and requires a low catalyst loading (10 mol %). The reactions are fast and can be applied to a wide range of aromatic and heteroaromatic aldehydes, with product isolation achieved by the simple addition of an aqueous HCl solution. This methodology was successfully
Efficient solid-phase synthesis and structural characterization of segetalins A–H, J and K
Beilstein J. Org. Chem. 2025, 21, 2612–2617, doi:10.3762/bjoc.21.202
- , culminating in cyclization mediated by N,N'-dicyclohexylcarbodiimide (DCC)/N-methylmorpholine (NMM) at 0 °C for 7 days [18]. This method, however, is lengthy, operationally complex, difficult for product isolation, and carries a significant risk of racemization. Wong and Jolliffe synthesized segetalins B (2
Recent advances in total synthesis of illisimonin A
Beilstein J. Org. Chem. 2025, 21, 2571–2583, doi:10.3762/bjoc.21.199
- embellished by additional bridging via a γ-lactone and a γ-lactol ring, resulting in a caged pentacyclic scaffold with a 5/5/5/5/5 ring arrangement. The compound demonstrates neuroprotective activity by mitigating oxygen-glucose deprivation-induced cell injury in SH-SY5Y cells. Since its isolation in 2017
- , illisimonin A has garnered significant interest from the synthetic chemistry community. To date, five research groups have accomplished the total synthesis of illisimonin A. This review offers a comprehensive overview of its isolation, proposed biosynthetic pathway and the synthetic strategies employed in its
- have been isolated from this genus, among which Illicium sesquiterpenes represent a prominent group. Since the first isolation of anisatin in 1952 [1], more than 100 Illicium sesquiterpenes have been isolated from over 40 species of Illicium [2]. Based on their carbon skeletons, they can be classified
Total syntheses of highly oxidative Ryania diterpenoids facilitated by innovations in synthetic strategies
Beilstein J. Org. Chem. 2025, 21, 2553–2570, doi:10.3762/bjoc.21.198
- ]. Research on these compounds dates back to 1943 when the American pharmaceutical company Merck developed a novel insecticide, Ryanex, from the stems and leaves of the plant. In 1948, Folkers and colleagues reported the isolation of the first bioactive member of this family – ryanodine (1) [8]. Due to
- scaffold yet exhibit diverse oxidation patterns and stereochemical configurations, with ryanodine (1) representing a landmark example (Table 1). This review has highlighted synthetic investigations of Ryania diterpenoids by various research groups, encompassing brief discussions of their isolation
Assembly strategy for thieno[3,2-b]thiophenes via a disulfide intermediate derived from 3-nitrothiophene-2,5-dicarboxylate
Beilstein J. Org. Chem. 2025, 21, 2489–2497, doi:10.3762/bjoc.21.191
- isolation of compounds 2 and 3 in analytically pure form allowed their structure to be established thanks to elemental analysis and HRMS. It was found that compounds 2 and 3 are dimeric derivatives of the starting thiophene, linked by sulfur bridges located at the C-3 position instead of the nitro group
Transformation of the cyclohexane ring to the cyclopentane fragment of biologically active compounds
Beilstein J. Org. Chem. 2025, 21, 2416–2446, doi:10.3762/bjoc.21.185
- KMnO4 in EtOH at 0 °C afforded vicinal diol 20 with a yield of 58%. The periodate cleavage of the latter under the action of NaIO4 led to the formation of a labile dialdehyde, which was treated with t-BuOK in THF without isolation. As a result of intramolecular aldol condensation, accompanied by the
- led to the isolation of alcohol 138 with a yield of 52%. The Wolff rearrangement was carried out upon irradiation of a solution of mesylate 139 in THF at 25 °C with a medium-pressure Hg lamp for 1 hour. The ring contraction proceeded diastereoselectively and the desired acid 140 was obtained as a
- 10 μg/mL). Sequential interaction of indole 219 with pyridinium p-toluenesulfonate (PPTS) and excess of Davis’ oxaziridine 222, an effective oxidizing agent for synthesis of spirooxindole alkaloids, led to epoxide 220. Labile oxirane 220, without isolation, was subjected to a semipinacol
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