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Search for "O-" in Full Text gives 2168 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

C–H Trifluoromethylthiolation of aldehyde hydrazones

  • Victor Levet,
  • Balu Ramesh,
  • Congyang Wang and
  • Tatiana Besset

Beilstein J. Org. Chem. 2024, 20, 2883–2890, doi:10.3762/bjoc.20.242

Graphical Abstract
  • -substituted derivatives (1l–o) were converted into the corresponding fluorinated analogs. The functionalization of the 2,4-difluorophenyl derivative (1p) and the heteroaromatic compounds such as furan (1q) as well as pyridine (1r) derivatives went smoothly, with the lower yield obtained in the case of 2r
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Published 12 Nov 2024

N-Glycosides of indigo, indirubin, and isoindigo: blue, red, and yellow sugars and their cancerostatic activity

  • Peter Langer

Beilstein J. Org. Chem. 2024, 20, 2840–2869, doi:10.3762/bjoc.20.240

Graphical Abstract
  • material in Europe (Scheme 1). It is obtained by extraction and isolation of the colorless indole-O-glycoside indicane which is then hydrolyzed to give indoxyl. The latter undergoes oxidative dimerization to provide indigo. In the 19th century, syntheses of indigo were developed which made the pigment
  • tumors PRCL PC3M and RXF 631L) with IC50 values of about 2.8 mg mL−1 and IC70 values of >3 mg mL−1. In 2005, our group developed a synthesis of indigo-N-glycosides (Scheme 3) [19]. The TMSOTf-mediated reaction of readily available N-benzylindigo (1b) with tri-O-pivaloyl-α-ʟ-rhamnosyl trichloroacetimidate
  • product can be explained by rearrangement of the rhamnosyl group from the oxygen to the nitrogen atom. Oxidative debenzylation of 5a afforded 5b in high yield. Unfortunately, all attempts to remove the pivaloyl protective groups failed. On the other hand, employment of tri-O-acetyl-α-ʟ-rhamnosyl
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Published 08 Nov 2024

Synthesis of tricarbonylated propargylamine and conversion to 2,5-disubstituted oxazole-4-carboxylates

  • Kento Iwai,
  • Akari Hikasa,
  • Kotaro Yoshioka,
  • Shinki Tani,
  • Kazuto Umezu and
  • Nagatoshi Nishiwaki

Beilstein J. Org. Chem. 2024, 20, 2827–2833, doi:10.3762/bjoc.20.238

Graphical Abstract
  • ,O-acetal derived from diethyl mesoxalate (DEMO) undergoes elimination of acetic acid upon treatment with a base, leading to the formation of N-acylimine in situ. Lithium acetylide readily attacks the imino group to afford N,1,1-tricarbonylated propargylamines. When the resulting propargylamine
  • anhydride, the intermediately formed hemiacetal underwent acetylation, leading to N,O-acetals 1. In this method, an acid amide can be used as an amine masked with an acyl group. Subsequent elimination of acetic acid occurred to afford 2 in situ upon treatment with a base, enabling nucleophilic addition with
  • nucleophiles to synthesize PCPAs, and their ring closures were also investigated. Results and Discussion NAI 2 can be generated by treating N,O-acetal 1 with a base, such as triethylamine. However, the addition of an amine was omitted because lithium acetylide functions both as nucleophile and base. When 1a
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Published 06 Nov 2024

C–C Coupling in sterically demanding porphyrin environments

  • Liam Cribbin,
  • Brendan Twamley,
  • Nicolae Buga,
  • John E. O’ Brien,
  • Raphael Bühler,
  • Roland A. Fischer and
  • Mathias O. Senge

Beilstein J. Org. Chem. 2024, 20, 2784–2798, doi:10.3762/bjoc.20.234

Graphical Abstract
  • Liam Cribbin Brendan Twamley Nicolae Buga John E. O' Brien Raphael Buhler Roland A. Fischer Mathias O. Senge School of Chemistry, Chair of Organic Chemistry, Trinity Biomedical Sciences Institute, 152-160 Pearse Street, Trinity College Dublin, The University of Dublin, Dublin, D02 R590, Ireland
  • literature. In light of the promise of appropriately designed nonplanar porphyrins as receptors and catalysts we report here on our efforts to use the Suzuki–Miyaura reaction for the modification of the o,m,p-phenyl positions in 5,10,15,20-tetraryl-2,3,7,8,12,13,17,18-octaethylporphyrins. Results and
  • (Table 3, entries 7 and 8). The same success could not be replicated for OET-o-BrPPs with no reactivity being observed by TLC or by mass spectrometry. Likewise, a microwave-assisted coupling [48], resulted in no product formation (Table 3, entry 9). Thiophene-3-ylboronic acid (21) was also chosen for
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Published 04 Nov 2024

Copper-catalyzed yne-allylic substitutions: concept and recent developments

  • Shuang Yang and
  • Xinqiang Fang

Beilstein J. Org. Chem. 2024, 20, 2739–2775, doi:10.3762/bjoc.20.232

Graphical Abstract
  • , 6a–w). Interestingly, both Cu(I) and Cu(II) can promote the reaction and the reaction is not sensitive to water (Scheme 7, 6g). The intramolecular decarboxylative yne-allylic substitution can also be achieved (Scheme 8, 6a–u). O-Nucleophiles and C-nucleophiles are all suitable reactants, yielding
  • regioselectivities and stereoselectivities (Scheme 20). The reaction tolerated various substituents in the yne-allylic esters (Scheme 20, 20a–h), and showed good chiral induction effects for other multiring substrates (Scheme 20, 20i–k) and linear substrates as well (Scheme 20, 20l–o). A disubstituted yne-allylic
  • substitutions of 5-ethynylthiophene esters. A series of C-, N-, O-, and S-nucleophiles could react smoothly to obtain various thiophene derivatives with different functional groups (Scheme 29, 28a–t). Control experiments showed that terminal alkyne and copper catalysts are crucial for the smooth progress of the
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Published 31 Oct 2024

Synthesis of spiroindolenines through a one-pot multistep process mediated by visible light

  • Francesco Gambuti,
  • Jacopo Pizzorno,
  • Chiara Lambruschini,
  • Renata Riva and
  • Lisa Moni

Beilstein J. Org. Chem. 2024, 20, 2722–2731, doi:10.3762/bjoc.20.230

Graphical Abstract
  • , 3CH3 of t-Bu); 13C NMR (101 MHz, CDCl3) δ 175.3 (Cq amidine), 160.9 (Cq near O), 158.0 (Cq near N), 149.7 (Cq near N), 136.8 (Cq Ar), 133.9 (Cq Ar), 132.7 (Cq Ar), 129.0 (CH Ar), 128.5 (2 CH Ar), 126.9 (CH Ar), 126.9 (CH Ar), 126.5 (CH Ar), 123.5 (CH Ar), 123.3 (CH Ar), 123.2 (2 CH Ar), 107.1 (CH Ar
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Published 29 Oct 2024

Synthesis of fluoroalkenes and fluoroenynes via cross-coupling reactions using novel multihalogenated vinyl ethers

  • Yukiko Karuo,
  • Keita Hirata,
  • Atsushi Tarui,
  • Kazuyuki Sato,
  • Kentaro Kawai and
  • Masaaki Omote

Beilstein J. Org. Chem. 2024, 20, 2691–2703, doi:10.3762/bjoc.20.226

Graphical Abstract
  • investigated using various boronic acids 4 and alkynes 5 in cross-coupling reactions using 1 (Table 3 and Table 4). p-Tolylboronic acid 4b provided 2b quantitatively, whereas m- and o-tolylboronic acids 4c and 4d produced 2c and 2d in low yields because the methyl group was positioned near the reaction site
  • 5l) could be introduced into 1a in 76% or 52% yields, respectively (Table 4, entries 10 and 11). Reactions using acetylenes possessing a hydroxy group, amino group and thiophene proceeded well (3m–o) (Table 4, entries 12–14). Hexa-1-yne 5p and cyclopropylacetylene (5q) afforded 3p and 3q
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Published 24 Oct 2024

Computational design for enantioselective CO2 capture: asymmetric frustrated Lewis pairs in epoxide transformations

  • Maxime Ferrer,
  • Iñigo Iribarren,
  • Tim Renningholtz,
  • Ibon Alkorta and
  • Cristina Trujillo

Beilstein J. Org. Chem. 2024, 20, 2668–2681, doi:10.3762/bjoc.20.224

Graphical Abstract
  • and do not conclusively suggest that one bond will be broken more easily than the other. Therefore, both scenarios will be explored to see if the coupling reaction could proceed more easily by breaking the O–CH(CH3) bond rather than the O–CH2 bond. Based on our investigations, the opening of PO with
  • activated CO2 was found to proceed through two transition states. The calculations showed that the breaking of the O–CH(CH3) bond was more kinetically favourable, with a TS 7.6 kcal·mol−1 lower in free energy than the corresponding TS for breaking the O–CH2 bond. The electron-donating nature of the methyl
  • group facilitates a greater stabilisation of the intermediary positive charge at the central carbon compared to the hydrogen after bond-breaking at the terminal carbon, thereby reducing the activation barrier. Henceforth, in this paper, the optimised TSs will consistently represent the breaking of the O
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Published 22 Oct 2024

Transition-metal-free decarbonylation–oxidation of 3-arylbenzofuran-2(3H)-ones: access to 2-hydroxybenzophenones

  • Bhaskar B. Dhotare,
  • Seema V. Kanojia,
  • Chahna K. Sakhiya,
  • Amey Wadawale and
  • Dibakar Goswami

Beilstein J. Org. Chem. 2024, 20, 2655–2667, doi:10.3762/bjoc.20.223

Graphical Abstract
  • rearrangement of 2-aryloxybenzaldehydes yielded 2-hydroxybenzophenone [12]. Pd-catalyzed o-hydroxylation of benzophenones gave moderate yield of the title compound, and Br-substituted substrates were found to be not compatible with this method [13]. Various metals (Rh, Cu, Ir etc.) were applied to catalyze the
  • synthesis of E-o-hydroxystilbenes, albeit via a cascade hydrolyzation–decarboxylation reaction at a very high temperature (Figure 2c) [18]. However, a metal-free decarbonylation–oxidation method for benzofuranones is still unprecedented. The earlier report [2] on the Ni-catalyzed decarbonylation–oxidation
  • analysis of the residue, recorded in CDCl3 (Supporting Information File 1, Figure S1) confirmed the presence of hydroperoxide. Resonances attributable to O–CH–O were observed as a quartet centered at δ 5.40 ppm in the NMR spectrum. The –O–OH group in hydroperoxide gave rise to a singlet at 10.91 ppm. The
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Published 21 Oct 2024

The scent gland composition of the Mangshan pit viper, Protobothrops mangshanensis

  • Jonas Holste,
  • Paul Weldon,
  • Donald Boyer and
  • Stefan Schulz

Beilstein J. Org. Chem. 2024, 20, 2644–2654, doi:10.3762/bjoc.20.222

Graphical Abstract
  • . The synthesis of methyl 4,6-dimethyldodec-5-enoate allowed the correct assignment of structures and showed the (E)-configuration of the double bond for the major naturally occurring diastereomers. These acids occur in small amounts compared to the major glandular components, cholesterol, and 1-O
  • (see, e.g., [1][2]). Comparative analysis of SGS through GC–MS has revealed an assortment of lipids (reviewed in [2]), such as cholesterol [3][4][5][6][7][8], carboxylic acids [4][5][7][8][9][10][11][12], alcohols [8], 1-O-monoalkylglycerols [6][8], and others [13]. Nitrogen-containing compounds
  • [11], and 1-O-monoalkylglycerols of fatty acids from C14 to C20 [6]. A comparative analysis of the skin composition including the Old World vipers Vipera ammodytes, V. berus, Montivipera bornmuelleri, and Daboia mauritanica has been performed, revealing a multitude of different compounds including
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Published 18 Oct 2024

Deciphering the mechanism of γ-cyclodextrin’s hydrophobic cavity hydration: an integrated experimental and theoretical study

  • Stiliyana Pereva,
  • Stefan Dobrev,
  • Tsveta Sarafska,
  • Valya Nikolova,
  • Silvia Angelova,
  • Tony Spassov and
  • Todor Dudev

Beilstein J. Org. Chem. 2024, 20, 2635–2643, doi:10.3762/bjoc.20.221

Graphical Abstract
  • by neighboring molecules, almost like in β-CD and δ-CD hydrates. According to crystallographic data the place through eight of the O atoms makes 46.5° angle with the b axis and as a result the two adjacent γ-CD molecules are shifted along the b axis with about half a molecule. In this way both ends
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Published 17 Oct 2024

Applications of microscopy and small angle scattering techniques for the characterisation of supramolecular gels

  • Connor R. M. MacDonald and
  • Emily R. Draper

Beilstein J. Org. Chem. 2024, 20, 2608–2634, doi:10.3762/bjoc.20.220

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Published 16 Oct 2024

Transition-metal-free synthesis of arylboronates via thermal generation of aryl radicals from triarylbismuthines in air

  • Yuki Yamamoto,
  • Yuki Konakazawa,
  • Kohsuke Fujiwara and
  • Akiya Ogawa

Beilstein J. Org. Chem. 2024, 20, 2577–2584, doi:10.3762/bjoc.20.216

Graphical Abstract
  • arylboronates. For example, the use of triarylbismuthines with o-methyl, m-methyl, p-methyl, p-methoxy, and p-chloro groups successfully afforded the corresponding arylboronates 3a–e and 3g in 62–73% yields, respectively. The low solubility of tri(p-fluorophenyl) and tri(1-naphthyl)bismuthines 1h and 1k in BTF
  •  1) was analyzed by 11B NMR measurement. It was noteworthy that diboron 2 was reactive with air under the reaction conditions, and the decomposition of 2 to form pinB–O–Bpin and pinB–OH was confirmed. The decomposition was also occurred by heating the solution of diboron 2 in BTF in air; however, in
  • • would react with air to form pinB–O–Bpin and pinB–OH (path A). The corresponding arylboronates could also be formed via aryl radical trapping with pinB• generated by heating (pinB)2 in air (path B). Conclusion In this study, we have developed a novel method for the transition-metal-free synthesis of
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Published 11 Oct 2024

Anion-dependent ion-pairing assemblies of triazatriangulenium cation that interferes with stacking structures

  • Yohei Haketa,
  • Takuma Matsuda and
  • Hiromitsu Maeda

Beilstein J. Org. Chem. 2024, 20, 2567–2576, doi:10.3762/bjoc.20.215

Graphical Abstract
  • in the other TATA+ cations that form π–π stacking structures [11][12][15][16][22]. The angles between the two staggered TATA+ planes were 53.7° and 51.4° for 2+-BF4− and 2+-PF6−, respectively. The orthogonal arrangement of TATA+ and the o-CH3-substituted aryl units was suitable for forming
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Published 10 Oct 2024

A review of recent advances in electrochemical and photoelectrochemical late-stage functionalization classified by anodic oxidation, cathodic reduction, and paired electrolysis

  • Nian Li,
  • Ruzal Sitdikov,
  • Ajit Prabhakar Kale,
  • Joost Steverlynck,
  • Bo Li and
  • Magnus Rueping

Beilstein J. Org. Chem. 2024, 20, 2500–2566, doi:10.3762/bjoc.20.214

Graphical Abstract
  • functionalization method where primary, secondary, and tertiary alkyl radicals can be readily generated through the sequential anodic oxidative fragmentation of alkyl carbazates, enabling the functionalization of N-heteroarenes [7]. This transformation is particularly valuable as the cleavage of the C–O bond to
  • celestolide showed high yields and good selectivity (Scheme 9). The Lei group also disclosed another C(sp3)–H functionalization involving C–O-bond formation [18]. The reported method allows the straightforward preparation of α-acyloxy sulfides from ubiquitous carboxylic acids and sulfides, providing an
  • . Nucleophilic attack on the benzylic carbocation results in a 1,3-difunctionalized product (Scheme 18). The introduction of two heteroatoms was reported by Liu, Li, and Jin [27]. They developed a method demonstrating excellent tolerance for a wide range of readily available alkenes and O,N-centered nucleophiles
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Published 09 Oct 2024

Visible-light-mediated flow protocol for Achmatowicz rearrangement

  • Joachyutharayalu Oja,
  • Sanjeev Kumar and
  • Srihari Pabbaraja

Beilstein J. Org. Chem. 2024, 20, 2493–2499, doi:10.3762/bjoc.20.213

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  • yields of the products 3g and 3h. The more electron-withdrawing m-fluorophenyl (2i), o-chlorophenyl (2j), o-bromophenyl (2k), o-trifluoromethylphenyl (2l), and o-nitrophenyl (2m) groups also resulted in comparable yields of 3g–m, respectively, indicating no significant effect of substitutents on the aryl
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Published 08 Oct 2024

Photoredox-catalyzed intramolecular nucleophilic amidation of alkenes with β-lactams

  • Valentina Giraldi,
  • Giandomenico Magagnano,
  • Daria Giacomini,
  • Pier Giorgio Cozzi and
  • Andrea Gualandi

Beilstein J. Org. Chem. 2024, 20, 2461–2468, doi:10.3762/bjoc.20.210

Graphical Abstract
  • -amidyl radicals uses activated N–O amide derivatives capable of generating amidyl radicals through fragmentation [18][19]. The direct formation of amidyl radicals in the presence of a carbon alkyl chain could lead to a competitive 1,5-hydrogen atom transfer (1,5-HAT) [20][21][22], limiting the direct
  • attack the radical cation A, giving the bicyclic radical intermediate B. Amide is an ambident nucleophile, and oxygen attack of radical cation A is also conceivable to give the corresponding imidate [28]. In our reaction, O-addition is disfavored due to the formation of an unsaturated four-membered ring
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Published 01 Oct 2024

Hypervalent iodine-mediated cyclization of bishomoallylamides to prolinols

  • Smaher E. Butt,
  • Konrad Kepski,
  • Jean-Marc Sotiropoulos and
  • Wesley J. Moran

Beilstein J. Org. Chem. 2024, 20, 2455–2460, doi:10.3762/bjoc.20.209

Graphical Abstract
  • was the five-membered prolinol 7a rather than the initially assigned isomeric seven-membered tetrahydrooxazepine 6 [16]. Subsequently, we set out to understand the O- versus N-chemoselectivity by DFT modelling, and to develop an effective synthetic protocol for the preparation of prolinols 7 in high
  • 2019, we reported our DFT study on the cyclization of N-allylbenzamide (1a) to the 2-oxazoline 4a, i.e., where n = 1 and Ar = Ph [18]. This work indicated that the alkene is activated by the iodine(III) species and that this triggers cyclization. Intrigued by the change in mechanism from O- to N
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Published 30 Sep 2024

Synthesis and conformational analysis of pyran inter-halide analogues of ᴅ-talose

  • Olivier Lessard,
  • Mathilde Grosset-Magagne,
  • Paul A. Johnson and
  • Denis Giguère

Beilstein J. Org. Chem. 2024, 20, 2442–2454, doi:10.3762/bjoc.20.208

Graphical Abstract
  • interactions (X···O/N/S). For C–X, a σ-hole arises when a valence electron is pulled into the σ-molecular orbital resulting in an electropositive crown and a flattening of the atomic radius, that accounts for the directionality of the interactions [55][56]. Thus, the halogen has an amphoteric character with an
  • electropositive halogen bond ability along the σ-hole (C–X···O/N/S, a ≈ 180°) and an electronegative hydrogen bond acceptor perpendicular to the C–X bond (C–X···H, a ≈ 90°) [57][58][59][60]. Such halogen bonds have been detrimental in the understanding interactions of organic halogens in biological systems [61
  • ][62][63][64][65]. In our case, for compound 15, I4 interacts with H4 (d = 3.521 Å, a = 93.77°) and I4 also interact with the oxygen of the carbonyl of the acetate at C6 (I4···O, d = 3.147 Å; a = 179.70°) (Figure 4b and Table 7). This result is in line with hydrogen (C–I···H) and halogen (C–I···O
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Published 27 Sep 2024

Facile preparation of fluorine-containing 2,3-epoxypropanoates and their epoxy ring-opening reactions with various nucleophiles

  • Yutaro Miyashita,
  • Sae Someya,
  • Tomoko Kawasaki-Takasuka,
  • Tomohiro Agou and
  • Takashi Yamazaki

Beilstein J. Org. Chem. 2024, 20, 2421–2433, doi:10.3762/bjoc.20.206

Graphical Abstract
  • decreased the chemical yields as well as the diastereomeric ratios (Table 3, entries 1–4). The higher pKa values of the carbonyl α-proton of 4 (for example, the pKa values of the protons of X-CH2C(O)Ph in DMSO were reported to be 17.1 (X: PhS) [45] and 20.3 (X: Ph2N) [46]) would result in the contamination
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Published 25 Sep 2024

Homogeneous continuous flow nitration of O-methylisouronium sulfate and its optimization by kinetic modeling

  • Jiapeng Guo,
  • Weike Su and
  • An Su

Beilstein J. Org. Chem. 2024, 20, 2408–2420, doi:10.3762/bjoc.20.205

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  • 10.3762/bjoc.20.205 Abstract Nitration of O-methylisouronium sulfate under mixed acid conditions gives O-methyl-N-nitroisourea, a key intermediate of neonicotinoid insecticides with high application value. The reaction is a fast and highly exothermic process with a high mass transfer resistance, making
  • its control difficult and risky. In this paper, a homogeneous continuous flow microreactor system was developed for the nitration of O-methylisouronium sulfate under high concentrations of mixed acids, with a homemade static mixer eliminating the mass transfer resistance. In addition, the kinetic
  • insecticides is increasing as the world’s food crisis intensifies due to the changes in the natural environment and ongoing geopolitical crises [1]. O-Methyl-N-nitroisourea (NIO) is a pivotal pesticide intermediate in the preparation of nitroguanidine derivatives, which are the raw material for highly
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Published 24 Sep 2024

Efficient one-step synthesis of diarylacetic acids by electrochemical direct carboxylation of diarylmethanol compounds in DMSO

  • Hisanori Senboku and
  • Mizuki Hayama

Beilstein J. Org. Chem. 2024, 20, 2392–2400, doi:10.3762/bjoc.20.203

Graphical Abstract
  • Pt cathode and a Mg anode in the presence of carbon dioxide induced reductive C(sp3)−O bond cleavage at the benzylic position in diarylmethanol compounds and subsequent fixation of carbon dioxide to produce diarylacetic acids in good yield. This protocol provides a novel and simple approach to
  • diarylacetic acids from diarylmethanol species and carbon dioxide without transformation of the hydroxy group into appropriate leaving groups, such as halides and esters including carbonates. Keywords: C(sp3)–O bond cleavage; diarylacetic acid; diarylmethanol; electrochemical reduction; fixation of carbon
  • dioxide; Introduction Electrochemical reduction of benzyl alcohol derivatives can induce reductive cleavage of a C(sp3)–O bond [1] at the benzylic position to generate the corresponding benzylic anion species. This protocol has been frequently applied to electrochemical carboxylation [2][3][4][5][6][7][8
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Published 20 Sep 2024

Synthesis, electrochemical properties, and antioxidant activity of sterically hindered catechols with 1,3,4-oxadiazole, 1,2,4-triazole, thiazole or pyridine fragments

  • Daria A. Burmistrova,
  • Andrey Galustyan,
  • Nadezhda P. Pomortseva,
  • Kristina D. Pashaeva,
  • Maxim V. Arsenyev,
  • Oleg P. Demidov,
  • Mikhail A. Kiskin,
  • Andrey I. Poddel’sky,
  • Nadezhda T. Berberova and
  • Ivan V. Smolyaninov

Beilstein J. Org. Chem. 2024, 20, 2378–2391, doi:10.3762/bjoc.20.202

Graphical Abstract
  • -triazole, thiazole, or pyridine were synthesized by the reaction of 3,5-di-tert-butyl-o-benzoquinone or 3,5-di-tert-butyl-6-methoxymethylcatechol with different heterocyclic thiols. The S-functionalized catechols were prepared by the Michael reaction from 3,5-di-tert-butyl-o-benzoquinone and the
  • derivatives are used as ligands in the synthesis of metal complexes (Ni(II), Pd(II), Pt(II), Cu(I), Ag(I) etc.) exhibiting antibacterial and antitumor activity [34]. In most cases, polyfunctional catechol thioethers were obtained by Michael reaction via the interaction of o-, p-benzoquinone and the
  • /prooxidant, and antiradical activity was carried out for the catechols synthesized in this work. Results and Discussion Synthesis The interaction of 3,5-di-tert-butyl-o-benzoquinone with the corresponding thiols in ethanol at room temperature under argon leads to the formation of catechol thioethers 1–3 (69
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Published 19 Sep 2024

Asymmetric organocatalytic synthesis of chiral homoallylic amines

  • Nikolay S. Kondratyev and
  • Andrei V. Malkov

Beilstein J. Org. Chem. 2024, 20, 2349–2377, doi:10.3762/bjoc.20.201

Graphical Abstract
  • 11. It was proposed, that the internal hydrogen bond between the catalyst 11 and the P=O fragment of the protecting group of imine 9 is responsible for the observed high enantioselectivities (76–98% ee). The scope included a wide range of substrates, such as aromatic, heteroaromatic, aliphatic, and α
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Published 16 Sep 2024

Improved deconvolution of natural products’ protein targets using diagnostic ions from chemical proteomics linkers

  • Andreas Wiest and
  • Pavel Kielkowski

Beilstein J. Org. Chem. 2024, 20, 2323–2341, doi:10.3762/bjoc.20.199

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  • -step synthesis. However, in comparison to the DMP-tag or AzidoTMT the release of the reporter ion from the SOX-tag has somewhat lower intensity. Calle et al. designed, synthesized, and validated a series of ‘clickable’ linkers for characterization of protein O-glycosylation containing positively
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Published 12 Sep 2024
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