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Search for "synthetic methodology" in Full Text gives 103 result(s) in Beilstein Journal of Organic Chemistry.

Recent advances on the transition-metal-catalyzed synthesis of imidazopyridines: an updated coverage

  • Gagandeep Kour Reen,
  • Ashok Kumar and
  • Pratibha Sharma

Beilstein J. Org. Chem. 2019, 15, 1612–1704, doi:10.3762/bjoc.15.165

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Published 19 Jul 2019

Synthesis of nonracemic hydroxyglutamic acids

  • Dorota G. Piotrowska,
  • Iwona E. Głowacka,
  • Andrzej E. Wróblewski and
  • Liwia Lubowiecka

Beilstein J. Org. Chem. 2019, 15, 236–255, doi:10.3762/bjoc.15.22

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  • acids significantly differ in terms of carbon atom economy and preparative simplicity although carbon-wasteless approaches do exist. For future use as starting materials in total syntheses of complex natural products synthetic methodology to orthogonally protected hydroxyglutamic acids were also
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Published 25 Jan 2019

Design and synthesis of C3-symmetric molecules bearing propellane moieties via cyclotrimerization and a ring-closing metathesis sequence

  • Sambasivarao Kotha,
  • Saidulu Todeti and
  • Vikas R. Aswar

Beilstein J. Org. Chem. 2018, 14, 2537–2544, doi:10.3762/bjoc.14.230

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  • established with the help of 1H NMR, 13C NMR spectral data and was further supported by HRMS details (Scheme 3). Conclusion We have demonstrated a simple synthetic methodology to C3-symmetric star-shaped molecules containing propellane moieties at the periphery which may be useful for material science
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Published 01 Oct 2018

Synthesis of chiral 3-substituted 3-amino-2-oxindoles through enantioselective catalytic nucleophilic additions to isatin imines

  • Hélène Pellissier

Beilstein J. Org. Chem. 2018, 14, 1349–1369, doi:10.3762/bjoc.14.114

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  • -Henry reactions The catalytic asymmetric Henry reaction, also known as catalytic asymmetric nitroaldol reaction, constitutes a useful synthetic methodology towards chiral β-nitro alcohols [69][70]. This reaction and related aza-Henry reactions involving imines have been promoted by both metal catalysts
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Published 06 Jun 2018

Diastereoselective auxiliary- and catalyst-controlled intramolecular aza-Michael reaction for the elaboration of enantioenriched 3-substituted isoindolinones. Application to the synthesis of a new pazinaclone analogue

  • Romain Sallio,
  • Stéphane Lebrun,
  • Frédéric Capet,
  • Francine Agbossou-Niedercorn,
  • Christophe Michon and
  • Eric Deniau

Beilstein J. Org. Chem. 2018, 14, 593–602, doi:10.3762/bjoc.14.46

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  • nucleophiles bearing a chiral auxiliary enabled an effective match effect between the diastereomeric ion pair formed by the nucleophile, the Michael acceptor and the cinchoninium salt. Further investigations on this synthetic methodology will be reported in due course. Examples of synthetic pharmacologically
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Published 09 Mar 2018

Synthetic and semi-synthetic approaches to unprotected N-glycan oxazolines

  • Antony J. Fairbanks

Beilstein J. Org. Chem. 2018, 14, 416–429, doi:10.3762/bjoc.14.30

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  • synthetic methodology, and so in principle the locust bean gum approach should allow rapid access to a wide variety of more extended N-glycan structures. In their original publication Nishimura and co-workers first glycosylated the free OH at position 3 with 2,4-branched trisaccharide trichloroacetimidate
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Published 15 Feb 2018

Solvent-free copper-catalyzed click chemistry for the synthesis of N-heterocyclic hybrids based on quinoline and 1,2,3-triazole

  • Martina Tireli,
  • Silvija Maračić,
  • Stipe Lukin,
  • Marina Juribašić Kulcsár,
  • Dijana Žilić,
  • Mario Cetina,
  • Ivan Halasz,
  • Silvana Raić-Malić and
  • Krunoslav Užarević

Beilstein J. Org. Chem. 2017, 13, 2352–2363, doi:10.3762/bjoc.13.232

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  • bond bioisosteres made the click reaction a valuable synthetic methodology for conjugation of bioactive molecules [7][8][9] aiming to improve their biological activities [4][10][11]. Discovery of copper(I) ion catalysis in azide–alkyne cycloadditions was decisive for applications of this reaction, as
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Published 06 Nov 2017

Main group mechanochemistry

  • Agota A. Gečiauskaitė and
  • Felipe García

Beilstein J. Org. Chem. 2017, 13, 2068–2077, doi:10.3762/bjoc.13.204

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  • obtained in small-scale via salt metathesis reactions due to poor starting material (SrI2 and K[Cp′]) solubility in ether solution. LAG provides a high yielding synthetic methodology circumventing the scalability issues associated with the inefficient diffusion of reactants in large-scale solution-based
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Published 05 Oct 2017

Photocatalyzed synthesis of isochromanones and isobenzofuranones under batch and flow conditions

  • Manuel Anselmo,
  • Lisa Moni,
  • Hossny Ismail,
  • Davide Comoretto,
  • Renata Riva and
  • Andrea Basso

Beilstein J. Org. Chem. 2017, 13, 1456–1462, doi:10.3762/bjoc.13.143

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  • atmosphere was not essential, we therefore decided to test our synthetic methodology with an in house-made flow apparatus. The reaction coil was formed with 1 m of FEP tubing (internal diameter 0.8 mm) wrapped around a glass cylinder. Irradiation was obtained with strips of blue LEDs attached inside a hollow
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Published 25 Jul 2017

A speedy route to sterically encumbered, benzene-fused derivatives of privileged, naturally occurring hexahydropyrrolo[1,2-b]isoquinoline

  • Olga Bakulina,
  • Alexander Ivanov,
  • Vitalii Suslonov,
  • Dmitry Dar’in and
  • Mikhail Krasavin

Beilstein J. Org. Chem. 2017, 13, 1413–1424, doi:10.3762/bjoc.13.138

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  • ) has been isolated for the first time and fully characterized. Certain insights into the role of enolization equilibria in the formation and diastereomeric integrity of the CCR adducts has been obtained. The synthetic methodology described herein significantly expands the scope and tests the limits of
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Published 18 Jul 2017

Total syntheses of the archazolids: an emerging class of novel anticancer drugs

  • Stephan Scheeff and
  • Dirk Menche

Beilstein J. Org. Chem. 2017, 13, 1085–1098, doi:10.3762/bjoc.13.108

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  • . Keywords: anticancer agent; medicinal chemistry polyketides; synthetic methodology; total synthesis; Introduction The complex structures of polyketides continues to be a great challenge for synthetic chemists and has also been a key driver for the development of new methodologies [1][2][3][4][5][6][7][8
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Published 07 Jun 2017

Structure–efficiency relationships of cyclodextrin scavengers in the hydrolytic degradation of organophosphorus compounds

  • Sophie Letort,
  • Michaël Bosco,
  • Benedetta Cornelio,
  • Frédérique Brégier,
  • Sébastien Daulon,
  • Géraldine Gouhier and
  • François Estour

Beilstein J. Org. Chem. 2017, 13, 417–427, doi:10.3762/bjoc.13.45

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  • fenitrothion (Figure 4) were also investigated. Finally, compounds 1–4 were tested for their detoxification ability against the nerve agent soman. Results and Discussion Synthesis The regioselective disubstitution of diol 6 (Scheme 1) was the key step to access derivatives 2 and 3. The synthetic methodology
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Published 06 Mar 2017

Efficient access to β-vinylporphyrin derivatives via palladium cross coupling of β-bromoporphyrins with N-tosylhydrazones

  • Vinicius R. Campos,
  • Ana T. P. C. Gomes,
  • Anna C. Cunha,
  • Maria da Graça P. M. S. Neves,
  • Vitor F. Ferreira and
  • José A. S. Cavaleiro

Beilstein J. Org. Chem. 2017, 13, 195–202, doi:10.3762/bjoc.13.22

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  • such synthetic methodology in porphyrin chemistry allowing the synthesis of new derivatives, containing β-arylvinyl substituents. Keywords: N-tosylhydrazones; Pd-catalyzed cross coupling; porphyrins; Introduction Porphyrin-type heterocycles are well known for their special role in several scientific
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Published 30 Jan 2017

Isosorbide and dimethyl carbonate: a green match

  • Fabio Aricò and
  • Pietro Tundo

Beilstein J. Org. Chem. 2016, 12, 2256–2266, doi:10.3762/bjoc.12.218

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  • derivatives [82][83]. On another hand, a greener synthetic methodology to bio-based polymers is to first synthesize a more reactive derivative of isosorbide and then perform the polycondensation reaction (Scheme 4). In this prospect a good candidate is the dicarboxymethyl isosorbide (DCI). In fact
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Published 26 Oct 2016

Silica-supported sulfonic acids as recyclable catalyst for esterification of levulinic acid with stoichiometric amounts of alcohols

  • Raimondo Maggi,
  • N. Raveendran Shiju,
  • Veronica Santacroce,
  • Giovanni Maestri,
  • Franca Bigi and
  • Gadi Rothenberg

Beilstein J. Org. Chem. 2016, 12, 2173–2180, doi:10.3762/bjoc.12.207

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  • Raimondo Maggi N. Raveendran Shiju Veronica Santacroce Giovanni Maestri Franca Bigi Gadi Rothenberg Clean Synthetic Methodology Group, Dipartimento di Chimica, Università di Parma, Parco Area delle Scienze 17A, I-43124 Parma, Italy Van ’t Hoff Institute for Molecular Sciences, University of
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Published 12 Oct 2016

Thiophene-forming one-pot synthesis of three thienyl-bridged oligophenothiazines and their electronic properties

  • Dominik Urselmann,
  • Konstantin Deilhof,
  • Bernhard Mayer and
  • Thomas J. J. Müller

Beilstein J. Org. Chem. 2016, 12, 2055–2064, doi:10.3762/bjoc.12.194

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  • . This represents in principle a donor–acceptor–donor topology, suitable for further development toward molecular electronics. Studies employing the presented synthetic methodology and the concept of bridging oligophenothiazines with conjugating bridges of variable electronic nature are currently
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Published 20 Sep 2016

Synthesis and properties of fluorescent 4′-azulenyl-functionalized 2,2′:6′,2″-terpyridines

  • Adrian E. Ion,
  • Liliana Cristian,
  • Mariana Voicescu,
  • Masroor Bangesh,
  • Augustin M. Madalan,
  • Daniela Bala,
  • Constantin Mihailciuc and
  • Simona Nica

Beilstein J. Org. Chem. 2016, 12, 1812–1825, doi:10.3762/bjoc.12.171

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  • the Kröhnke-type synthetic methodology [23][24] starting from azulene carbaldehydes (1) [25] and 2-acetylpyridine (Scheme 1). In the first step, the 1-azulenyl-2′-azachalcone precursor 2 is formed via a Claisen–Schmidt aldol condensation. This reaction was performed in an environmentally friendly
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Published 11 Aug 2016

Three-component synthesis of highly functionalized aziridines containing a peptide side chain and their one-step transformation into β-functionalized α-ketoamides

  • Lena Huck,
  • Juan F. González,
  • Elena de la Cuesta and
  • J. Carlos Menéndez

Beilstein J. Org. Chem. 2016, 12, 1772–1777, doi:10.3762/bjoc.12.166

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  • , particularly for the case of N-unprotected systems [10][16][17]. 2,5-Diketopiperazines (DKPs) are readily accessible from amino acids and are versatile synthetic scaffolds [18][19]. Consequently, there is considerable interest in the development of synthetic methodology based on the cleavage of suitably
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Published 08 Aug 2016

Beta-hydroxyphosphonate ribonucleoside analogues derived from 4-substituted-1,2,3-triazoles as IMP/GMP mimics: synthesis and biological evaluation

  • Tai Nguyen Van,
  • Audrey Hospital,
  • Corinne Lionne,
  • Lars P. Jordheim,
  • Charles Dumontet,
  • Christian Périgaud,
  • Laurent Chaloin and
  • Suzanne Peyrottes

Beilstein J. Org. Chem. 2016, 12, 1476–1486, doi:10.3762/bjoc.12.144

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  • “click-fleximer” as expanded nucleobase mimicking the purine [14]. “Click-fleximer” nucleoside analogues are easily accessible derivatives using copper-catalysed alkyne–azide cycloaddition (CuAAC) and this synthetic methodology allows generating a small library of derivatives depending on the nature of
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Published 18 Jul 2016

Synthesis of 2-oxindoles via 'transition-metal-free' intramolecular dehydrogenative coupling (IDC) of sp2 C–H and sp3 C–H bonds

  • Nivesh Kumar,
  • Santanu Ghosh,
  • Subhajit Bhunia and
  • Alakesh Bisai

Beilstein J. Org. Chem. 2016, 12, 1153–1169, doi:10.3762/bjoc.12.111

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  • synthetic methodology was further explored in the construction of spiro-fused oxindole ring systems (Scheme 3). The spiro-fused oxindoles such as coerulescine (15a) [68][69][70][71][72], horsfiline (15b) [73], and elacomine (16), are prevalently found in a huge number of indole-based alkaloids having
  • handling and the low cost of the reagents involved in this synthetic methodology offers profound opportunities to expand and explore the use of IDC in organic synthesis. Further applications of this strategy are under active investigation in our laboratory. Substrates scope of one-pot ‘transition-metal
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Published 08 Jun 2016

Chiral cyclopentadienylruthenium sulfoxide catalysts for asymmetric redox bicycloisomerization

  • Barry M. Trost,
  • Michael C. Ryan and
  • Meera Rao

Beilstein J. Org. Chem. 2016, 12, 1136–1152, doi:10.3762/bjoc.12.110

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  • lithium aluminum hydride in excellent yield. The absolute configuration of the [3.1.0] pyrrolidines was assigned by analogy to 76, which was determined to be (R,R) by single crystal X-ray crystallography. Mechanistic studies After having successfully developed this synthetic methodology, a few questions
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Published 07 Jun 2016

Efficient syntheses of climate relevant isoprene nitrates and (1R,5S)-(−)-myrtenol nitrate

  • Sean P. Bew,
  • Glyn D. Hiatt-Gipson,
  • Graham P. Mills and
  • Claire E. Reeves

Beilstein J. Org. Chem. 2016, 12, 1081–1095, doi:10.3762/bjoc.12.103

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  • of example, currently there are very few protocols that afford multi-functional allylic nitrates. This, it would seem, has hindered their exploitation in the development of new synthetic methodology. Furthermore and in a slightly different context there is significant interest in the pharmaceutical
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Published 27 May 2016

A cross-metathesis approach to novel pantothenamide derivatives

  • Jinming Guan,
  • Matthew Hachey,
  • Lekha Puri,
  • Vanessa Howieson,
  • Kevin J. Saliba and
  • Karine Auclair

Beilstein J. Org. Chem. 2016, 12, 963–968, doi:10.3762/bjoc.12.95

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  • replacing the geminal dimethyl moiety. Although quite versatile and stereoselective, the reported synthetic methodology to access such analogs decreases in efficiency with increasing size of the group used to replace the methyl residue [11] . We report here a synthetic method to access larger substituents
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Published 13 May 2016

Muraymycin nucleoside-peptide antibiotics: uridine-derived natural products as lead structures for the development of novel antibacterial agents

  • Daniel Wiegmann,
  • Stefan Koppermann,
  • Marius Wirth,
  • Giuliana Niro,
  • Kristin Leyerer and
  • Christian Ducho

Beilstein J. Org. Chem. 2016, 12, 769–795, doi:10.3762/bjoc.12.77

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Published 22 Apr 2016

Natural products in synthesis and biosynthesis II

  • Jeroen S. Dickschat

Beilstein J. Org. Chem. 2016, 12, 413–414, doi:10.3762/bjoc.12.44

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  • products (including synthetic methodology, as exemplified by a review article by Thomas Magauer and co-workers in this Thematic Series [5]), analytical chemistry [6], gene synthesis, and genome sequencing and editing [7] offer an efficient toolbox to natural products chemists. In addition, classical
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Editorial
Published 03 Mar 2016
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