Search results

Search for "carbonate" in Full Text gives 479 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Aromatic systems with two and three pyridine-2,6-dicarbazolyl-3,5-dicarbonitrile fragments as electron-transporting organic semiconductors exhibiting long-lived emissions

  • Karolis Leitonas,
  • Brigita Vigante,
  • Dmytro Volyniuk,
  • Audrius Bucinskas,
  • Pavels Dimitrijevs,
  • Sindija Lapcinska,
  • Pavel Arsenyan and
  • Juozas Vidas Grazulevicius

Beilstein J. Org. Chem. 2023, 19, 1867–1880, doi:10.3762/bjoc.19.139

Graphical Abstract
  • copper(I) iodide in DMF/DIPEA solution at 55 °C with subsequent desilylation with potassium carbonate. Finally, butadiyne 6 was prepared by a homocoupling reaction of 5 with 80% yield. Derivatives containing two dicyanopyridyl moieties, 7 and 8, were prepared starting with a Sonogashira coupling of
  • , 129.64, 127.20, 125.71, 124.18, 116.57, 114.00, 112.34, 103.64, 99.21, 98.30, 34.90, 31.81; MS–ESI+ (m/z): 856 ([M + H]+, 100). Next, potassium carbonate (69 mg, 0.5 mmol, 1 equiv) was added to a solution of 2,6-bis-(3,6-di-tert-butyl-9H-carbazol-9-yl)-4-(4-(trimethylsilylethynyl)phenyl)pyridine-3,5
PDF
Album
Supp Info
Full Research Paper
Published 12 Dec 2023

Thienothiophene-based organic light-emitting diode: synthesis, photophysical properties and application

  • Recep Isci and
  • Turan Ozturk

Beilstein J. Org. Chem. 2023, 19, 1849–1857, doi:10.3762/bjoc.19.137

Graphical Abstract
  • sieves (4 Å). Dichloromethane (Aldrich), methanol (Merck), and sodium carbonate (Merck) were used as received. Compounds 2–6 were synthesized following our previous reports [20][21][22][23][44][45][46][47]. The characterization data of 7 and 8 are compatible with the published data in ref. [23
  • reaction flask sealed and the mixture stirred at 75 °C for 48 h. Afterwards, the reaction mixture was filtered through celite eluting with CH2Cl2, extracted with CH2Cl2/water, and the organic phase was washed with sodium carbonate solution (10%) and water, dried over sodium sulfate, filtered, and the
PDF
Album
Supp Info
Full Research Paper
Published 07 Dec 2023

A novel recyclable organocatalyst for the gram-scale enantioselective synthesis of (S)-baclofen

  • Gyula Dargó,
  • Dóra Erdélyi,
  • Balázs Molnár,
  • Péter Kisszékelyi,
  • Zsófia Garádi and
  • József Kupai

Beilstein J. Org. Chem. 2023, 19, 1811–1824, doi:10.3762/bjoc.19.133

Graphical Abstract
  • 6 (732 mg, 1.19 mmol) was dissolved in DMF (15 mL), and caesium carbonate (1.75 g, 5.37 mmol, 4.5 equiv) was added to the solution at 0 °C. The reaction mixture was stirred for 20 min at this temperature. Then, the DMF (10 mL) solution of tosylated N-Boc-protected ethanolamine (955 mg, 3.03 mmol
  • -tris(octadecyloxy)benzoate (9) Methyl gallate (8, 15 g, 0.082 mol) was dissolved in DMF (150 mL), and 1-bromooctadecane (87.3 g, 0.262 mol) and potassium carbonate (67.5 g, 0.489 mol) were added. To the resulting reaction mixture, further DMF (150 mL) was added. After stirring for 16 hours at 80 °C
PDF
Album
Supp Info
Full Research Paper
Published 24 Nov 2023

One-pot nucleophilic substitution–double click reactions of biazides leading to functionalized bis(1,2,3-triazole) derivatives

  • Hans-Ulrich Reissig and
  • Fei Yu

Beilstein J. Org. Chem. 2023, 19, 1399–1407, doi:10.3762/bjoc.19.101

Graphical Abstract
  • presence of sodium ascorbate as reducing agent and sodium carbonate as base as well as ʟ-proline as ligand in a DMF/water mixture at 60 °C provided this promising result. These conditions applied are similar to those described by Fokin et al. [24], which had also been employed by other groups [37][38]. The
PDF
Album
Supp Info
Full Research Paper
Published 18 Sep 2023

Consecutive four-component synthesis of trisubstituted 3-iodoindoles by an alkynylation–cyclization–iodination–alkylation sequence

  • Nadia Ledermann,
  • Alae-Eddine Moubsit and
  • Thomas J. J. Müller

Beilstein J. Org. Chem. 2023, 19, 1379–1385, doi:10.3762/bjoc.19.99

Graphical Abstract
  • alkynyl-substituted 3-iodoindole 6 as product in 42% isolated yield in the sense of a pseudo-five-component reaction (Scheme 3). Finally, the 3-iodoindole 5a and arylboronic acids 7 were employed in a standard Suzuki protocol with cesium carbonate as a base to give rise to the formation of 1,2,3
  • , 63.81; H, 3.74; N, 2.96. Synthesis of 1,2,3-trisubstituted indole 8b (typical procedure) 3-Iodoindole 5a (167 mg, 0.50 mmol), (p-tolyl)boronic acid (7b, 204 mg, 1.50 mmol), Pd(PPh3)4 (28.9 mg, 25.0 μmol), and cesium carbonate (652 mg, 2.00 mmol) were placed in an oven-dried Schlenk tube with magnetic
PDF
Album
Supp Info
Full Research Paper
Published 14 Sep 2023

Synthesis of ether lipids: natural compounds and analogues

  • Marco Antônio G. B. Gomes,
  • Alicia Bauduin,
  • Chloé Le Roux,
  • Romain Fouinneteau,
  • Wilfried Berthe,
  • Mathieu Berchel,
  • Hélène Couthon and
  • Paul-Alain Jaffrès

Beilstein J. Org. Chem. 2023, 19, 1299–1369, doi:10.3762/bjoc.19.96

Graphical Abstract
  • derivative 2.6. The treatment of 2.6 with trimethylamine produced an ammonium salt. A treatment with silver carbonate was applied to remove any traces of bromide salts. Then, the secondary alcohol was deprotected by hydrogenolysis to produce 2.7 (lyso-PAF). Finally, the acetylation of the secondary alcohol
  • was converted to the epoxide 7.5 by cyclisation in the presence of potassium carbonate in methanol, thus producing the interesting building block 7.5. A second option, optimized to avoid the formation of epoxide, used a hindered base and the reactive benzyltriflate as electrophile to achieve under
PDF
Album
Review
Published 08 Sep 2023

Radical ligand transfer: a general strategy for radical functionalization

  • David T. Nemoto Jr,
  • Kang-Jie Bian,
  • Shih-Chieh Kao and
  • Julian G. West

Beilstein J. Org. Chem. 2023, 19, 1225–1233, doi:10.3762/bjoc.19.90

Graphical Abstract
  • beautiful decarboxylative azidation examples, combining iron-mediated photodecarboxylation via LMCT and azide RLT (Scheme 5) [11]. Irradiating a substoichiometric amount of iron(III) nitrate hydrate III in the presence of carboxylic acid, TMS azide, and sodium carbonate allows for direct synthesis of alkyl
PDF
Album
Perspective
Published 15 Aug 2023
Graphical Abstract
PDF
Album
Supp Info
Review
Published 08 Aug 2023

Pyridine C(sp2)–H bond functionalization under transition-metal and rare earth metal catalysis

  • Haritha Sindhe,
  • Malladi Mounika Reddy,
  • Karthikeyan Rajkumar,
  • Akshay Kamble,
  • Amardeep Singh,
  • Anand Kumar and
  • Satyasheel Sharma

Beilstein J. Org. Chem. 2023, 19, 820–863, doi:10.3762/bjoc.19.62

Graphical Abstract
  • and 163 through a two-fold C–H activation under palladium catalysis. Silver carbonate and 2,6-lutidine were found to be an effective base and ligand, respectively, for providing the desired products 164 and 165 in good yields (Scheme 31). In 2015, an economic route for copper-catalyzed biaryl coupling
PDF
Album
Review
Published 12 Jun 2023

Eschenmoser coupling reactions starting from primary thioamides. When do they work and when not?

  • Lukáš Marek,
  • Jiří Váňa,
  • Jan Svoboda and
  • Jiří Hanusek

Beilstein J. Org. Chem. 2023, 19, 808–819, doi:10.3762/bjoc.19.61

Graphical Abstract
  • 5.44 in MeOH) [22] the formation of thiazole/thiazol-4-one (XI/XIII) is clearly preferred, whereas reactions in common chlorinated solvents (CH2Cl2, CHCl3) containing either an equivalent of strong base (methoxide) or excess of medium base in heterogeneous system (e.g., carbonate with pKa = 9.93 in
PDF
Album
Supp Info
Full Research Paper
Published 09 Jun 2023

Combretastatins D series and analogues: from isolation, synthetic challenges and biological activities

  • Jorge de Lima Neto and
  • Paulo Henrique Menezes

Beilstein J. Org. Chem. 2023, 19, 399–427, doi:10.3762/bjoc.19.31

Graphical Abstract
  • potassium carbonate or methylcopper in pyridine led to compound 116 in only 10% yield. The cleavage of the benzyl ether proved to be complicated, as TFA also opened the lactone at the ester group (Scheme 24) [55]. In an attempt to circumvent these problems, the authors chose to use isovanillin (80) as
PDF
Album
Review
Published 29 Mar 2023

Strategies to access the [5-8] bicyclic core encountered in the sesquiterpene, diterpene and sesterterpene series

  • Cécile Alleman,
  • Charlène Gadais,
  • Laurent Legentil and
  • François-Hugues Porée

Beilstein J. Org. Chem. 2023, 19, 245–281, doi:10.3762/bjoc.19.23

Graphical Abstract
PDF
Album
Review
Published 03 Mar 2023

Synthetic study toward tridachiapyrone B

  • Morgan Cormier,
  • Florian Hernvann and
  • Michaël De Paolis

Beilstein J. Org. Chem. 2022, 18, 1741–1748, doi:10.3762/bjoc.18.183

Graphical Abstract
  • allyltitanocene reagents to carbonyl compounds was described by Sato which were prepared from the corresponding allyl carbonates exposed to the combination of [Cp2TiCl2]/n-BuLi [40]. Pleasingly, conducting the coupling of carbonate 20 to 5 in conditions inspired from Carreira’s study (Scheme 7b) led to the
PDF
Album
Supp Info
Full Research Paper
Published 19 Dec 2022

A new route for the synthesis of 1-deazaguanine and 1-deazahypoxanthine

  • Raphael Bereiter,
  • Marco Oberlechner and
  • Ronald Micura

Beilstein J. Org. Chem. 2022, 18, 1617–1624, doi:10.3762/bjoc.18.172

Graphical Abstract
  • 3,4-dihydropyran in dimethylformamide to obtain the corresponding tetrahydropyranyl-protected amine 17. Subsequently, a copper-catalyzed C–O bond formation at C6 using benzyl alcohol in the presence of caesium carbonate, copper(I) iodide, and 1,10-phenanthroline furnished benzyl ether 18 in excellent
  • -(tetrahydro-2H-pyran-2-yl)-1-deazapurine (18) Compound 17 (1.72 g, 5.23 mmol), copper(I) iodide (CuI, 99.52 mg, 0.52 mmol), 1,10-phenanthroline (188.35 mg, 1.05 mmol), caesium carbonate (Cs2CO3, 2.38 g, 7.32 mmol) and benzyl alcohol (BnOH, 1.13 g, 1.07 mL, 10.45 mmol) were suspended in 2.62 mL toluene (0.5 mL
  • )), 154.08 (H-C(2)), 162.52 (H-C(6)); ESIMS (m/z): [M + H]+ calcd for 151.06; found, 151.06. O6-Benzyl-1-deazahypoxanthine (31) Compound 17 (500 mg, 1.52 mmol), copper(I) iodide (CuI, 28.93 mg, 152 µmol), 1,10-phenanthroline (54.75 mg, 304 µmol), caesium carbonate (Cs2CO3, 692.93 mg, 2.13 mmol) and benzyl
PDF
Album
Supp Info
Full Research Paper
Published 29 Nov 2022

Formal total synthesis of macarpine via a Au(I)-catalyzed 6-endo-dig cycloisomerization strategy

  • Jiayue Fu,
  • Bingbing Li,
  • Zefang Zhou,
  • Maosheng Cheng,
  • Lu Yang and
  • Yongxiang Liu

Beilstein J. Org. Chem. 2022, 18, 1589–1595, doi:10.3762/bjoc.18.169

Graphical Abstract
  • deprotection of the silyl group was accomplished in the presence of potassium carbonate (K2CO3) and methanol to provide the terminal alkyne 5 in 96% yield in two steps. The iodoarene 8 [12][16] was facilely synthesized from sesamol (6) via methylation and iodination in an overall yield of 67%. With the
PDF
Album
Supp Info
Letter
Published 23 Nov 2022

Preparation of an advanced intermediate for the synthesis of leustroducsins and phoslactomycins by heterocycloaddition

  • Anaïs Rousseau,
  • Guillaume Vincent and
  • Cyrille Kouklovsky

Beilstein J. Org. Chem. 2022, 18, 1385–1395, doi:10.3762/bjoc.18.143

Graphical Abstract
  • the reaction medium, it was found necessary to add a small amount of calcium carbonate. Optically active cycloadduct 10b was obtained in 73% yield and 86% ee after nitrogen protection as its Boc-carbamate. Ketone 11b was obtained by Red-Al reduction in identical yield to the racemic equivalent. We
  • (981 mg, 2.06 mmol, 2 equiv), calcium carbonate (206 mg, 2.06 mmol, 2 equiv) and water (40 µL, 2.06 mmol, 2 equiv) in isopropanol (1.8 mL). The mixture was stirred at rt for 30 h. Water (0.75 mL) was added and the solution stirred for additional 1 h. The pH was adjusted to 8 by addition of saturated
  • mmol, 0.25 equiv) was added. The reaction mixture was stirred at rt for 24 h then neutralized by addition of a few drops of a saturated sodium hydrogen carbonate solution. The solvents were removed under reduced pressure and the residue partioned between ethyl acetate (5 mL) and water (2.5 mL). The
PDF
Album
Full Research Paper
Published 04 Oct 2022

Lewis acid-catalyzed Pudovik reaction–phospha-Brook rearrangement sequence to access phosphoric esters

  • Jin Yang,
  • Dang-Wei Qian and
  • Shang-Dong Yang

Beilstein J. Org. Chem. 2022, 18, 1188–1194, doi:10.3762/bjoc.18.123

Graphical Abstract
  • catalyst through a similar transformation under solvent-free conditions [44]. Recently, Zhang’s group disclosed a cesium carbonate-catalyzed Pudovik reaction–phospha-Brook rearrangement sequence and extended the phosphorus source from phosphate to phosphonate [45]. Despite of these important advancements
PDF
Album
Supp Info
Letter
Published 09 Sep 2022

A versatile way for the synthesis of monomethylamines by reduction of N-substituted carbonylimidazoles with the NaBH4/I2 system

  • Lin Chen,
  • Xuan Zhou,
  • Zhiyong Chen,
  • Changxu Wang,
  • Shunjie Wang and
  • Hanbing Teng

Beilstein J. Org. Chem. 2022, 18, 1032–1039, doi:10.3762/bjoc.18.104

Graphical Abstract
  • chemicals, agrochemicals, pharmaceuticals and dyes [1][2][3][4]. Traditional methods for the preparation of N-methylamines involve the direct methylation of amines by using methyl halides [5][6][7], dimethyl sulfate [8], diazomethane [9], methyl triflate [10][11] or dimethyl carbonate [12][13][14][15] as
PDF
Album
Supp Info
Full Research Paper
Published 17 Aug 2022

Molecular diversity of the base-promoted reaction of phenacylmalononitriles with dialkyl but-2-ynedioates

  • Hui Zheng,
  • Ying Han,
  • Jing Sun and
  • Chao-Guo Yan

Beilstein J. Org. Chem. 2022, 18, 991–998, doi:10.3762/bjoc.18.99

Graphical Abstract
  • ). Results and Discussion Initially, the reaction conditions were briefly optimized by using p-methylphenacylmalononitrile (1a) and diethyl but-2-ynedioate (2a) as standard according to the previous reported work [31]. In the presence of potassium carbonate and tetrabutylammonium chloride (TBAC), the
PDF
Album
Supp Info
Full Research Paper
Published 08 Aug 2022

Introducing a new 7-ring fused diindenone-dithieno[3,2-b:2',3'-d]thiophene unit as a promising component for organic semiconductor materials

  • Valentin H. K. Fell,
  • Joseph Cameron,
  • Alexander L. Kanibolotsky,
  • Eman J. Hussien and
  • Peter J. Skabara

Beilstein J. Org. Chem. 2022, 18, 944–955, doi:10.3762/bjoc.18.94

Graphical Abstract
  • )dithieno[3,2-b:2’,3’-d]thiophene (26): a) Br2, CHCl3, rt, overnight, reflux, 4 h, 94% [33]; b) n-BuLi, −78 °C, 30 min, 1-formylpiperidine, anhydrous THF, −78 °C, then rt, overnight [15], 88%; c) ethyl thioglycolate, anhydrous potassium carbonate, anhydrous N,N-dimethylformamide, rt, 3 d, 83% [15]; d) 1 M
PDF
Album
Supp Info
Full Research Paper
Published 01 Aug 2022

On Reuben G. Jones synthesis of 2-hydroxypyrazines

  • Pierre Legrand and
  • Yves L. Janin

Beilstein J. Org. Chem. 2022, 18, 935–943, doi:10.3762/bjoc.18.93

Graphical Abstract
  • solution of sodium hydrogen carbonate, and extracted with ethyl acetate (3 × 50 mL). The organic phase was washed with water (50 mL), brine (30 mL), dried over magnesium sulfate, and concentrated to dryness. A chromatography over silica gel (cyclohexane/ethyl acetate 55:45) at 60 °C gave first compound 4
PDF
Album
Supp Info
Full Research Paper
Published 29 Jul 2022

Synthesis and HDAC inhibitory activity of pyrimidine-based hydroxamic acids

  • Virginija Jakubkiene,
  • Gabrielius Ernis Valiulis,
  • Markus Schweipert,
  • Asta Zubriene,
  • Daumantas Matulis,
  • Franz-Josef Meyer-Almes and
  • Sigitas Tumkevicius

Beilstein J. Org. Chem. 2022, 18, 837–844, doi:10.3762/bjoc.18.84

Graphical Abstract
  • alkylation reaction of compound 19 with methyl 6-bromohexanoate and select the conditions favoring the formation of the O-isomer, a weak base, potassium carbonate, and a bipolar aprotic solvent, dimethylformamide, were used. The reaction was carried out at room temperature for 120 hours and a significant
PDF
Album
Supp Info
Full Research Paper
Published 13 Jul 2022

A trustworthy mechanochemical route to isocyanides

  • Francesco Basoccu,
  • Federico Cuccu,
  • Federico Casti,
  • Rita Mocci,
  • Claudia Fattuoni and
  • Andrea Porcheddu

Beilstein J. Org. Chem. 2022, 18, 732–737, doi:10.3762/bjoc.18.73

Graphical Abstract
  • organic bases like potassium tert-butoxide and imidazole proved to be as effective as triethylamine. Much to our surprise, we observed that the association between only 1 equivalent of triethylamine and 6 equivalents of sodium carbonate brought a good conversion rate of 1f in 2f at a frequency of 36 Hz
  • after 1h (70%, GC–MS analysis). Reducing the amount of sodium carbonate did not provide any advantage. Interestingly, using anhydrous sodium carbonate instead of its hydrated form improved reaction yields, likely due to the hydrolysis of tosyl chloride. With these data in hand, we then opted for
  • many troublesome downsides characterise them, any possible alternative synthetic route has been unfairly put aside. Nonetheless, we demonstrated the feasibility of their synthesis through a greener procedure employing cheap reagents such as sodium carbonate [46] and waste materials deriving from
PDF
Album
Supp Info
Full Research Paper
Published 22 Jun 2022

Inductive heating and flow chemistry – a perfect synergy of emerging enabling technologies

  • Conrad Kuhwald,
  • Sibel Türkhan and
  • Andreas Kirschning

Beilstein J. Org. Chem. 2022, 18, 688–706, doi:10.3762/bjoc.18.70

Graphical Abstract
  • inductive heating (Scheme 3) [35]. The cycle can be divided into two individual processes: First, the carbonation step, in which the CaO absorbs the CO2 to form the calcium carbonate at 650–680 °C, and second, the subsequent calcination step, in which the CaO-based sorbent is sintered at temperatures of 850
PDF
Album
Review
Published 20 Jun 2022

Cholyl 1,3,4-oxadiazole hybrid compounds: design, synthesis and antimicrobial assessment

  • Anas J. Rasras,
  • Mohamed El-Naggar,
  • Nesreen A. Safwat and
  • Raed A. Al-Qawasmeh

Beilstein J. Org. Chem. 2022, 18, 631–638, doi:10.3762/bjoc.18.63

Graphical Abstract
  • ]. Having oxadiazole-2-thiol 2 at hands, the reactive thiol was subjected to the reaction with propargyl bromide and sodium carbonate as a base to afford the thiopropargylated derivative 3 in 82% yield after 24 h (Scheme 2) [33]. Compound 3 was the starting point for a Mannich reaction to generate a library
PDF
Album
Supp Info
Full Research Paper
Published 31 May 2022
Other Beilstein-Institut Open Science Activities