Search results

Search for "synthetic method" in Full Text gives 150 result(s) in Beilstein Journal of Organic Chemistry.

Synthetic accesses to biguanide compounds

  • Oleksandr Grytsai,
  • Cyril Ronco and
  • Rachid Benhida

Beilstein J. Org. Chem. 2021, 17, 1001–1040, doi:10.3762/bjoc.17.82

Graphical Abstract
PDF
Album
Review
Published 05 May 2021

Stereoselective synthesis and transformation of pinane-based 2-amino-1,3-diols

  • Ákos Bajtel,
  • Mounir Raji,
  • Matti Haukka,
  • Ferenc Fülöp and
  • Zsolt Szakonyi

Beilstein J. Org. Chem. 2021, 17, 983–990, doi:10.3762/bjoc.17.80

Graphical Abstract
  • (Figure 2). To synthesize the regioisomeric spiro-oxazolidinone derivative 12, (1R)-(−)-myrtenol (10) was chosen as starting material (Scheme 2). The synthetic method was similar to that mentioned above for (−)-isopinocarveol. In the first step, carbamate 11 was prepared [37], then the aminohydroxylation
PDF
Album
Supp Info
Full Research Paper
Published 03 May 2021

Highly regio- and stereoselective phosphinylphosphination of terminal alkynes with tetraphenyldiphosphine monoxide under radical conditions

  • Dat Phuc Tran,
  • Yuki Sato,
  • Yuki Yamamoto,
  • Shin-ichi Kawaguchi,
  • Shintaro Kodama,
  • Akihiro Nomoto and
  • Akiya Ogawa

Beilstein J. Org. Chem. 2021, 17, 866–872, doi:10.3762/bjoc.17.72

Graphical Abstract
  • synthetic method for the highly selective synthesis of the (E)- or (Z)-isomers is strongly desired [27][28][29][30]. Furthermore, since it was reported that the introduction of a substituent into the ethylene moiety has a great effect on the catalytic activity [31], it is considered important to synthesize
PDF
Album
Supp Info
Full Research Paper
Published 20 Apr 2021

Synthesis, structural characterization, and optical properties of benzo[f]naphtho[2,3-b]phosphoindoles

  • Mio Matsumura,
  • Takahiro Teramoto,
  • Masato Kawakubo,
  • Masatoshi Kawahata,
  • Yuki Murata,
  • Kentaro Yamaguchi,
  • Masanobu Uchiyama and
  • Shuji Yasuike

Beilstein J. Org. Chem. 2021, 17, 671–677, doi:10.3762/bjoc.17.56

Graphical Abstract
  • approaches for phosphine oxide B [12][13][14], alkylated products C [15], and transition metal complexes D [16][17] have also been developed. However, for isomers E [18][19] and G [20], only the synthetic method for pentavalent phosphine oxides has been reported. To the best of our knowledge, the synthesis
PDF
Album
Supp Info
Letter
Published 05 Mar 2021

Synthesis and properties of oligonucleotides modified with an N-methylguanidine-bridged nucleic acid (GuNA[Me]) bearing adenine, guanine, or 5-methylcytosine nucleobases

  • Naohiro Horie,
  • Takao Yamaguchi,
  • Shinji Kumagai and
  • Satoshi Obika

Beilstein J. Org. Chem. 2021, 17, 622–629, doi:10.3762/bjoc.17.54

Graphical Abstract
  • the middle position of 12-mer oligonucleotides (Table 1). The oligonucleotide synthesis was performed using an automated DNA synthesizer following the established synthetic method for GuNA[Me]-T-modified oligonucleotides [20]. 5-(Ethylthio)-1H-tetrazole (ETT) was used as an activator for the coupling
PDF
Supp Info
Full Research Paper
Published 04 Mar 2021

Synthetic strategies of phosphonodepsipeptides

  • Jiaxi Xu

Beilstein J. Org. Chem. 2021, 17, 461–484, doi:10.3762/bjoc.17.41

Graphical Abstract
  • esters 109 and hydroxy esters 110 by using (1H-benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) or (1H-benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP) as activating agents as well (Scheme 18) [33]. The synthetic method was further investigated and
  • directly. The multicomponent condensation reaction was applied as a direct synthetic method for phosphonodepsipeptides via the formation of 1-aminoalkylphosphonic acids and simultaneous construction of the phosphonate bond. A series of phosphonodepsipeptides 158 was prepared in good yields in a one-pot
PDF
Album
Review
Published 16 Feb 2021

Decarboxylative trifluoromethylthiolation of pyridylacetates

  • Ryouta Kawanishi,
  • Kosuke Nakada and
  • Kazutaka Shibatomi

Beilstein J. Org. Chem. 2021, 17, 229–233, doi:10.3762/bjoc.17.23

Graphical Abstract
  • ]. Introducing a trifluoromethylthio group (CF3S–), which has high lipophilicity and strong electron-withdrawing properties, into medicinal compounds can improve their pharmacokinetic properties [7][8][9][10][11]. Hence, the development of a synthetic method for the preparation of trifluoromethyl thioethers has
PDF
Album
Supp Info
Full Research Paper
Published 25 Jan 2021

A sustainable strategy for the straightforward preparation of 2H-azirines and highly functionalized NH-aziridines from vinyl azides using a single solvent flow-batch approach

  • Michael Andresini,
  • Leonardo Degannaro and
  • Renzo Luisi

Beilstein J. Org. Chem. 2021, 17, 203–209, doi:10.3762/bjoc.17.20

Graphical Abstract
  • the elements that affect the sustainability of a synthetic method, the choice of the solvent is crucial [5]. In fact, chemical solvents represent most of the total amount of chemical species used in manufacturing processes, and therefore, strongly affect waste disposal requirements and process related
PDF
Album
Supp Info
Letter
Published 20 Jan 2021

Synthetic approaches to bowl-shaped π-conjugated sumanene and its congeners

  • Shakeel Alvi and
  • Rashid Ali

Beilstein J. Org. Chem. 2020, 16, 2212–2259, doi:10.3762/bjoc.16.186

Graphical Abstract
  • developing the first successful synthetic method, groundbreaking news came from Sakurai’s laboratory around a decade after Mehta’s first unsuccessful attempt for the synthesis of sumanene (2, Scheme 2) [13]. Their exciting non-pyrolytic synthetic pathway for its construction commenced with an easily
PDF
Album
Review
Published 09 Sep 2020

Recent synthesis of thietanes

  • Jiaxi Xu

Beilstein J. Org. Chem. 2020, 16, 1357–1410, doi:10.3762/bjoc.16.116

Graphical Abstract
  • 39. The latter was further converted into the thietane-containing spironucleoside 40 [40] (Scheme 8). The same research group synthesized the optically active 2-methylthietane-containing spironucleoside 43 by following a similar synthetic method [40] (Scheme 9). In 2009, Da Silva and co-worker
PDF
Album
Review
Published 22 Jun 2020

Synthesis of pyrrolidinedione-fused hexahydropyrrolo[2,1-a]isoquinolines via three-component [3 + 2] cycloaddition followed by one-pot N-allylation and intramolecular Heck reactions

  • Xiaoming Ma,
  • Suzhi Meng,
  • Xiaofeng Zhang,
  • Qiang Zhang,
  • Shenghu Yan,
  • Yue Zhang and
  • Wei Zhang

Beilstein J. Org. Chem. 2020, 16, 1225–1233, doi:10.3762/bjoc.16.106

Graphical Abstract
  • ]isoquinolines. The multicomponent reaction was combined with one-pot reactions to make a synthetic method with good pot, atom and step economy. MeCN was used as a preferable green solvent for the reactions. Keywords: [3 + 2] cycloaddition; Heck reaction; hexahydropyrrolo[2,1-a]isoquinoline; one-pot reactions
  • reactions to make it a green synthetic method with pot, atom and step economy (PASE) [55][56]. Results and Discussion Following the reported procedures for amino ester- and amino acid-based [3 + 2] cycloaddition reactions, pyrrolidine adducts 5 and 6 were synthesized by a three-component reaction of 1 or 2
PDF
Album
Supp Info
Full Research Paper
Published 04 Jun 2020

Synthesis and properties of quinazoline-based versatile exciplex-forming compounds

  • Rasa Keruckiene,
  • Simona Vekteryte,
  • Ervinas Urbonas,
  • Matas Guzauskas,
  • Eigirdas Skuodis,
  • Dmytro Volyniuk and
  • Juozas V. Grazulevicius

Beilstein J. Org. Chem. 2020, 16, 1142–1153, doi:10.3762/bjoc.16.101

Graphical Abstract
  • three-component method was used for the quinazoline formation by refluxing 2-aminobenzophenone, difluorobenzaldehyde, ammonium acetate, and CuCl2 in ethanol. The synthetic method using a cheap catalyst, easy workup, and the high yield (78%) of quinazoline Q1 makes the compound a promising candidate as
PDF
Album
Full Research Paper
Published 28 May 2020

KOt-Bu-promoted selective ring-opening N-alkylation of 2-oxazolines to access 2-aminoethyl acetates and N-substituted thiazolidinones

  • Qiao Lin,
  • Shiling Zhang and
  • Bin Li

Beilstein J. Org. Chem. 2020, 16, 492–501, doi:10.3762/bjoc.16.44

Graphical Abstract
  • synthetic chemists. However, only a few examples are reported for the synthesis of N-substituted thiazolidinones although the synthetic method of thiazolidinone was described in 1993 [16]. Frost and co-workers explored an efficient ruthenium-catalyzed O-to-S-alkyl migration of N-alkyloxazolidine-2-thiones
PDF
Album
Supp Info
Full Research Paper
Published 25 Mar 2020

Synthesis of six-membered silacycles by borane-catalyzed double sila-Friedel–Crafts reaction

  • Yafang Dong,
  • Masahiko Sakai,
  • Kazuto Fuji,
  • Kohei Sekine and
  • Yoichiro Kuninobu

Beilstein J. Org. Chem. 2020, 16, 409–414, doi:10.3762/bjoc.16.39

Graphical Abstract
  • , Fukuoka 816-8580, Japan 10.3762/bjoc.16.39 Abstract We have developed a catalytic synthetic method to prepare phenoxasilins. A borane-catalyzed double sila-Friedel–Crafts reaction between amino group-containing diaryl ethers and dihydrosilanes can be used to prepare a variety of phenoxasilin derivatives
  • phenoxasilin 5 in 87% yield [43]. Conclusion In summary, we have developed a new catalytic synthetic method to prepare six-membered silacyclic compounds, such as phenoxasilin and phenothiasilin derivatives, using a double sila-Friedel–Crafts reaction. The reaction system is applicable to diaryl ethers with
PDF
Album
Supp Info
Letter
Published 17 Mar 2020

Oligomeric ricinoleic acid preparation promoted by an efficient and recoverable Brønsted acidic ionic liquid

  • Fei You,
  • Xing He,
  • Song Gao,
  • Hong-Ru Li and
  • Liang-Nian He

Beilstein J. Org. Chem. 2020, 16, 351–361, doi:10.3762/bjoc.16.34

Graphical Abstract
  • -quality oligomeric ricinoleic acid, the synthetic method has kept on developing. Traditionally, p-toluenesulfonic or sulfuric acid are used as catalysts for the preparation of oligomeric ricinoleic acid. However, the equipment corrosion and the tedious workup process are inevitable, which reduce the
PDF
Album
Supp Info
Full Research Paper
Published 10 Mar 2020

Allylic cross-coupling using aromatic aldehydes as α-alkoxyalkyl anions

  • Akihiro Yuasa,
  • Kazunori Nagao and
  • Hirohisa Ohmiya

Beilstein J. Org. Chem. 2020, 16, 185–189, doi:10.3762/bjoc.16.21

Graphical Abstract
  • -catalyzed allylic substitution. Keywords: aldehyde; copper; copper catalysis; cross-coupling; palladium; synthetic method; Introduction α-Alkoxy-substituted carbanions (α-alkoxyalkyl anions) are useful C(sp3) nucleophiles for the construction of alcohol units found in a majority of pharmaceuticals
PDF
Album
Supp Info
Letter
Published 07 Feb 2020

Palladium-catalyzed Sonogashira coupling reactions in γ-valerolactone-based ionic liquids

  • László Orha,
  • József M. Tukacs,
  • László Kollár and
  • László T. Mika

Beilstein J. Org. Chem. 2019, 15, 2907–2913, doi:10.3762/bjoc.15.284

Graphical Abstract
  • wide applicability from syntheses of common building blocks to agrochemicals, just to name a few advantages [4][5][6]. From the series of palladium-assisted C–C bond formation, the Sonogashira coupling reaction has been identified as a viable synthetic method for the preparation of various alkenyl- and
PDF
Album
Supp Info
Full Research Paper
Published 03 Dec 2019

One-pot synthesis of substituted pyrrolo[3,4-b]pyridine-4,5-diones based on the reaction of N-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-arylethyl)acetamide with amines

  • Valeriya G. Melekhina,
  • Andrey N. Komogortsev,
  • Boris V. Lichitsky,
  • Vitaly S. Mityanov,
  • Artem N. Fakhrutdinov,
  • Arkady A. Dudinov,
  • Vasily A. Migulin,
  • Yulia V. Nelyubina,
  • Elizaveta K. Melnikova and
  • Michail M. Krayushkin

Beilstein J. Org. Chem. 2019, 15, 2840–2846, doi:10.3762/bjoc.15.277

Graphical Abstract
  • observed in acidic ethanol in the presence of an amine, which provided the corresponding dihydropyrrolone derivative as the major reaction product. Based on this transformation, a practical and convenient one-pot synthetic method for substituted pyrrolo[3,4-b]pyridin-5-ones could be devised. Keywords
  • strongly desirable. In this article, we describe a convenient synthetic method for the preparation of 6-alkyl-2-methyl-7-aryl-6,7-dihydro-1H-pyrrolo[3,4-b]pyridine-4,5-diones 1. Therein, the condensation of N-(1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxo-2-arylethyl)acetamides 2 with a diverse range of
  • , which can subsequently undergo opening of the pyranone ring, yielding dihydropyrrolone 9 (Scheme 3B). Following this, the diketone-containing substituent of 9 reacts with a second equivalent of amine, forming the final enaminone 7. After this general synthetic method for enaminone targets had been
PDF
Album
Supp Info
Letter
Published 25 Nov 2019

Fluorescent phosphorus dendrimers excited by two photons: synthesis, two-photon absorption properties and biological uses

  • Anne-Marie Caminade,
  • Artem Zibarov,
  • Eduardo Cueto Diaz,
  • Aurélien Hameau,
  • Maxime Klausen,
  • Kathleen Moineau-Chane Ching,
  • Jean-Pierre Majoral,
  • Jean-Baptiste Verlhac,
  • Olivier Mongin and
  • Mireille Blanchard-Desce

Beilstein J. Org. Chem. 2019, 15, 2287–2303, doi:10.3762/bjoc.15.221

Graphical Abstract
  • water-soluble dumbbell-like dendrimers retains a similar TPA response as that of the model monomer in ethanol, as shown by σ2 values of 104 GM for G1, 119 for G2, and 127 for G3, in water [56]. The same type of synthetic method was applied to another TPA fluorophore functionalized by two phenols, but
PDF
Album
Review
Published 24 Sep 2019

Recent advances in transition-metal-catalyzed incorporation of fluorine-containing groups

  • Xiaowei Li,
  • Xiaolin Shi,
  • Xiangqian Li and
  • Dayong Shi

Beilstein J. Org. Chem. 2019, 15, 2213–2270, doi:10.3762/bjoc.15.218

Graphical Abstract
PDF
Album
Review
Published 23 Sep 2019

Friedel–Crafts approach to the one-pot synthesis of methoxy-substituted thioxanthylium salts

  • Kenta Tanaka,
  • Yuta Tanaka,
  • Mami Kishimoto,
  • Yujiro Hoshino and
  • Kiyoshi Honda

Beilstein J. Org. Chem. 2019, 15, 2105–2112, doi:10.3762/bjoc.15.208

Graphical Abstract
  • the synthesis of thioxanthylium salts and investigate their physical properties, we report the Friedel–Crafts approach as an efficient synthetic method of methoxy-substituted thioxanthylium salts (Scheme 1c). Results and Discussion Initially, we screened the reaction of bis(3,5-dimethoxyphenyl
PDF
Album
Supp Info
Full Research Paper
Published 05 Sep 2019

Mechanochemical Friedel–Crafts acylations

  • Mateja Đud,
  • Anamarija Briš,
  • Iva Jušinski,
  • Davor Gracin and
  • Davor Margetić

Beilstein J. Org. Chem. 2019, 15, 1313–1320, doi:10.3762/bjoc.15.130

Graphical Abstract
  • easily avoided by conducting the reaction in a closed vessel, by the aid of automated ball milling, which became a very effective synthetic method in recent time [13][14][15][16][17][18]. The first account on mechanochemical FC alkylation by Borchardt [19] demonstrates the utility of the mechanochemical
PDF
Album
Supp Info
Full Research Paper
Published 17 Jun 2019

Extending mechanochemical porphyrin synthesis to bulkier aromatics: tetramesitylporphyrin

  • Qiwen Su and
  • Tamara D. Hamilton

Beilstein J. Org. Chem. 2019, 15, 1149–1153, doi:10.3762/bjoc.15.111

Graphical Abstract
  • under any traditional synthetic method. High-temperature (>170 °C) sealed-bomb reactions in the presence of metal salts will, after 2–3 days, yield 1–6% of meso-tetrakis[2,4,6-(trimethyl)phenyl]porphyrin (TMP) [20][21][23][24], and a gas-phase synthesis in the presence of TFA yielded 7% TMP [9]. Under
PDF
Album
Supp Info
Letter
Published 22 May 2019

Synthesis of C3-symmetric star-shaped molecules containing α-amino acids and dipeptides via Negishi coupling as a key step

  • Sambasivarao Kotha and
  • Saidulu Todeti

Beilstein J. Org. Chem. 2019, 15, 371–377, doi:10.3762/bjoc.15.33

Graphical Abstract
  • electroluminescent devices [33]. To address these challenges, we [34] and others [35][36] have synthesized functionalized C3-symmetric molecules containing amino acids and peptides. The Negishi cross coupling [37][38] is a reliable synthetic method, which involves palladium or nickel-catalyzed coupling of organozinc
PDF
Album
Supp Info
Full Research Paper
Published 08 Feb 2019

Application of olefin metathesis in the synthesis of functionalized polyhedral oligomeric silsesquioxanes (POSS) and POSS-containing polymeric materials

  • Patrycja Żak and
  • Cezary Pietraszuk

Beilstein J. Org. Chem. 2019, 15, 310–332, doi:10.3762/bjoc.15.28

Graphical Abstract
  • proposed synthetic method based on the gradual development of the organic part can be used for the synthesis of new star polymers, dendrimers or hyperbranched molecules. Further examples of the use of cross metathesis of OVS with styrenes in order to form functionalizable dendrimer cores have been reported
PDF
Album
Review
Published 04 Feb 2019
Other Beilstein-Institut Open Science Activities