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Search for "organic chemistry" in Full Text gives 1133 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Synthesis of substituted triazole–pyrazole hybrids using triazenylpyrazole precursors

  • Simone Gräßle,
  • Laura Holzhauer,
  • Nicolai Wippert,
  • Olaf Fuhr,
  • Martin Nieger,
  • Nicole Jung and
  • Stefan Bräse

Beilstein J. Org. Chem. 2024, 20, 1396–1404, doi:10.3762/bjoc.20.121

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  • , 76131 Karlsruhe, Germany Karlsruhe Nano Micro Facility (KNMFi), Karlsruhe Institute of Technology, Kaiserstraße 12, 76131 Karlsruhe, Germany Department of Chemistry, University of Helsinki, P.O. Box 55 (A. I. Virtasen aukio 1), 00014 Helsinki, Finland Institute of Organic Chemistry, Karlsruhe Institute
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Published 20 Jun 2024

Synthetic applications of the Cannizzaro reaction

  • Bhaskar Chatterjee,
  • Dhananjoy Mondal and
  • Smritilekha Bera

Beilstein J. Org. Chem. 2024, 20, 1376–1395, doi:10.3762/bjoc.20.120

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  • aldehyde molecules, forming an alcohol and an acid [1][2][3][4]. Since its discovery in 1853, the Cannizzaro reaction has emerged as an important reaction in synthetic organic chemistry with intermolecular, crossed, and intramolecular versions as demonstrated by numerous applications. Notably, the
  • important in synthetic organic chemistry due to its ability to provide a convenient route for the synthesis of alcohols and carboxylic acids from aldehydes. This disproportionation reaction has evoked numerous developments and applications. The Cannizzaro reaction proved to be particularly valuable in cases
  • '-biphenyl-2,2',6,6'-tetracarboxaldehyde (101) (Scheme 28). Conclusion The Cannizzaro reaction is one of the oldest reactions in organic chemistry for the synthesis of acid and alcohol functionalities through disproportionation reaction of non-enlizable aldehydes. Apart from the conventional methods, several
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Published 19 Jun 2024

Generation of alkyl and acyl radicals by visible-light photoredox catalysis: direct activation of C–O bonds in organic transformations

  • Mithu Roy,
  • Bitan Sardar,
  • Itu Mallick and
  • Dipankar Srimani

Beilstein J. Org. Chem. 2024, 20, 1348–1375, doi:10.3762/bjoc.20.119

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  • heightened by the current energy crisis and the adverse impacts of industrialization. The development of green and energy-efficient methods in organic chemistry that use renewable sources of starting materials is considered highly sustainable [1][2][3]. Radical reactions have profound applications in organic
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Published 14 Jun 2024

Synthesis of 1,2,3-triazoles containing an allomaltol moiety from substituted pyrano[2,3-d]isoxazolones via base-promoted Boulton–Katritzky rearrangement

  • Constantine V. Milyutin,
  • Andrey N. Komogortsev and
  • Boris V. Lichitsky

Beilstein J. Org. Chem. 2024, 20, 1334–1340, doi:10.3762/bjoc.20.117

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  • Constantine V. Milyutin Andrey N. Komogortsev Boris V. Lichitsky N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Pr., 47, Moscow, 119991, Russian Federation 10.3762/bjoc.20.117 Abstract For the first time, the interaction of aroyl containing pyrano[2,3-d
  • File 96: Experimental procedures, characterization data of all products, copies of 1H, 13C NMR, spectra of all new compounds, and X-ray crystallographic data. Acknowledgements The crystal structure determination was performed in the Department of Structural Studies of Zelinsky Institute of Organic
  • Chemistry, Moscow.
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Published 11 Jun 2024

Phenotellurazine redox catalysts: elements of design for radical cross-dehydrogenative coupling reactions

  • Alina Paffen,
  • Christopher Cremer and
  • Frederic W. Patureau

Beilstein J. Org. Chem. 2024, 20, 1292–1297, doi:10.3762/bjoc.20.112

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  • Alina Paffen Christopher Cremer Frederic W. Patureau Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany 10.3762/bjoc.20.112 Abstract Redox active phenotellurazine catalysts have been recently utilized in two different cross-dehydrogenative coupling
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Published 04 Jun 2024

Bismuth(III) triflate: an economical and environmentally friendly catalyst for the Nazarov reaction

  • Manoel T. Rodrigues Jr.,
  • Aline S. B. de Oliveira,
  • Ralph C. Gomes,
  • Amanda Soares Hirata,
  • Lucas A. Zeoly,
  • Hugo Santos,
  • João Arantes,
  • Catarina Sofia Mateus Reis-Silva,
  • João Agostinho Machado-Neto,
  • Leticia Veras Costa-Lotufo and
  • Fernando Coelho

Beilstein J. Org. Chem. 2024, 20, 1167–1178, doi:10.3762/bjoc.20.99

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  • ; indanones; Nazarov reaction; Introduction Natural products are the source of inspiration for several research groups that develop new synthetic methodologies. The chemistry of five-membered rings plays an important role in organic chemistry, both because of the wide occurrence in nature [1][2][3][4][5][6
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Published 21 May 2024

Mild and efficient synthesis and base-promoted rearrangement of novel isoxazolo[4,5-b]pyridines

  • Vladislav V. Nikol’skiy,
  • Mikhail E. Minyaev,
  • Maxim A. Bastrakov and
  • Alexey M. Starosotnikov

Beilstein J. Org. Chem. 2024, 20, 1069–1075, doi:10.3762/bjoc.20.94

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  • Vladislav V. Nikol'skiy Mikhail E. Minyaev Maxim A. Bastrakov Alexey M. Starosotnikov N.D. Zelinsky Institute of Organic Chemistry RAS, Leninsky prosp. 47, 119991 Moscow, Russia 10.3762/bjoc.20.94 Abstract An efficient method for the synthesis of isoxazolo[4,5-b]pyridines has been developed on
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Published 14 May 2024

Novel analogues of a nonnucleoside SARS-CoV-2 RdRp inhibitor as potential antivirotics

  • Luca Julianna Tóth,
  • Kateřina Krejčová,
  • Milan Dejmek,
  • Eva Žilecká,
  • Blanka Klepetářová,
  • Lenka Poštová Slavětínská,
  • Evžen Bouřa and
  • Radim Nencka

Beilstein J. Org. Chem. 2024, 20, 1029–1036, doi:10.3762/bjoc.20.91

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  • Luca Julianna Toth Katerina Krejcova Milan Dejmek Eva Zilecka Blanka Klepetarova Lenka Postova Slavetinska Evzen Boura Radim Nencka Department of Organic Chemistry, Faculty of Science, Charles University, Hlavova 2030/8, 128 43 Prague, Czech Republic Institute of Organic Chemistry and Biochemistry
  • : Experimental procedures, spectra and X-ray data. Acknowledgements We thank Lucie Bednárová from the Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences for the help with the analysis of compound 13. Funding The work was supported by the National Institute of Virology and
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Published 06 May 2024

Auxiliary strategy for the general and practical synthesis of diaryliodonium(III) salts with diverse organocarboxylate counterions

  • Naoki Miyamoto,
  • Daichi Koseki,
  • Kohei Sumida,
  • Elghareeb E. Elboray,
  • Naoko Takenaga,
  • Ravi Kumar and
  • Toshifumi Dohi

Beilstein J. Org. Chem. 2024, 20, 1020–1028, doi:10.3762/bjoc.20.90

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  • in organic chemistry and other scientific fields. The potential of diaryliodonium(III) carboxylates obtained in this study (i.e., Scheme 6B,C) and the related amino acid derivatives [46][47][48][49] as new arylating reagents will be further explored by conducting reactions with various nucleophiles
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Published 03 May 2024

Carbonylative synthesis and functionalization of indoles

  • Alex De Salvo,
  • Raffaella Mancuso and
  • Xiao-Feng Wu

Beilstein J. Org. Chem. 2024, 20, 973–1000, doi:10.3762/bjoc.20.87

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  • Alex De Salvo Raffaella Mancuso Xiao-Feng Wu Laboratory of Industrial and Synthetic Organic Chemistry (LISOC), Department of Chemistry and Chemical Technologies, University of Calabria, Via Pietro Bucci 12/C, 87036 Arcavacata di Rende (CS), Italy Leibniz-Institut für Katalyse e.V., Albert-Einstein
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Published 30 Apr 2024

Enantioselective synthesis of β-aryl-γ-lactam derivatives via Heck–Matsuda desymmetrization of N-protected 2,5-dihydro-1H-pyrroles

  • Arnaldo G. de Oliveira Jr.,
  • Martí F. Wang,
  • Rafaela C. Carmona,
  • Danilo M. Lustosa,
  • Sergei A. Gorbatov and
  • Carlos R. D. Correia

Beilstein J. Org. Chem. 2024, 20, 940–949, doi:10.3762/bjoc.20.84

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  • Arnaldo G. de Oliveira Jr. Marti F. Wang Rafaela C. Carmona Danilo M. Lustosa Sergei A. Gorbatov Carlos R. D. Correia Department of Organic Chemistry, Chemistry Institute, University of Campinas, Rua Josué de Castro, 13083-970 Campinas, São Paulo, Brazil 10.3762/bjoc.20.84 Abstract We report
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Published 29 Apr 2024

Ortho-ester-substituted diaryliodonium salts enabled regioselective arylocyclization of naphthols toward 3,4-benzocoumarins

  • Ke Jiang,
  • Cheng Pan,
  • Limin Wang,
  • Hao-Yang Wang and
  • Jianwei Han

Beilstein J. Org. Chem. 2024, 20, 841–851, doi:10.3762/bjoc.20.76

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  • Technology, 130 Meilong Road, Shanghai 200237, P. R. China National Center for Organic Mass Spectrometry in Shanghai, Shanghai Institute of Organic Chemistry, The Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China 10.3762/bjoc.20.76 Abstract Cyclic annulation involving diaryliodonium
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Published 18 Apr 2024

Advancements in hydrochlorination of alkenes

  • Daniel S. Müller

Beilstein J. Org. Chem. 2024, 20, 787–814, doi:10.3762/bjoc.20.72

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  • Daniel S. Muller Univ. Rennes, CNRS, ISCR (Institut des Sciences Chimiques de Rennes) – UMR 6226, 263 Avenue du Général Leclerc, F-35000 Rennes, France 10.3762/bjoc.20.72 Abstract The hydrochlorination of alkenes has been extensively studied in research and is commonly featured in organic
  • chemistry textbooks as an exemplification of the Markovnikov rule. However, the application of this reaction is typically limited to specific alkenes, such as highly substituted ones, styrenes, or strained systems. Conversely, monosubstituted or 1,2-disubstituted alkenes do not readily react with HCl gas or
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Published 15 Apr 2024

Substrate specificity of a ketosynthase domain involved in bacillaene biosynthesis

  • Zhiyong Yin and
  • Jeroen S. Dickschat

Beilstein J. Org. Chem. 2024, 20, 734–740, doi:10.3762/bjoc.20.67

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  • Zhiyong Yin Jeroen S. Dickschat Kekulé-Institute of Organic Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk-Straße 1, 53121 Bonn, Germany 10.3762/bjoc.20.67 Abstract An isotopic labelling method was developed to investigate substrate binding by ketosynthases, exemplified by the
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Published 05 Apr 2024

Evaluation of the enantioselectivity of new chiral ligands based on imidazolidin-4-one derivatives

  • Jan Bartáček,
  • Karel Chlumský,
  • Jan Mrkvička,
  • Lucie Paloušová,
  • Miloš Sedlák and
  • Pavel Drabina

Beilstein J. Org. Chem. 2024, 20, 684–691, doi:10.3762/bjoc.20.62

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  • Jan Bartacek Karel Chlumsky Jan Mrkvicka Lucie Palousova Milos Sedlak Pavel Drabina Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, 532 10 Pardubice, Czech Republic 10.3762/bjoc.20.62 Abstract The new chiral ligands I–III
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Published 02 Apr 2024

Palladium-catalyzed three-component radical-polar crossover carboamination of 1,3-dienes or allenes with diazo esters and amines

  • Geng-Xin Liu,
  • Xiao-Ting Jie,
  • Ge-Jun Niu,
  • Li-Sheng Yang,
  • Xing-Lin Li,
  • Jian Luo and
  • Wen-Hao Hu

Beilstein J. Org. Chem. 2024, 20, 661–671, doi:10.3762/bjoc.20.59

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  • alkene followed by a nucleophilic addition, is unknown (Scheme 1b, bottom). The radical-polar crossover strategy has been steadily emerging in synthetic organic chemistry during the last few years [43][44][45][46]. This strategy allows complex chemicals to be assembled with high step economy that would
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Published 27 Mar 2024

Production of non-natural 5-methylorsellinate-derived meroterpenoids in Aspergillus oryzae

  • Jia Tang,
  • Yixiang Zhang and
  • Yudai Matsuda

Beilstein J. Org. Chem. 2024, 20, 638–644, doi:10.3762/bjoc.20.56

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  • strong inosine 5-monophosphate dehydrogenase inhibitor [6]. The biosynthesis of fungal meroterpenoids has garnered interest in the organic chemistry field due to their structural complexity and associated intriguing enzymatic reactions and has thus been extensively researched for over a decade, providing
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Published 20 Mar 2024

Synthesis of photo- and ionochromic N-acylated 2-(aminomethylene)benzo[b]thiophene-3(2Н)-ones with a terminal phenanthroline group

  • Vladimir P. Rybalkin,
  • Sofiya Yu. Zmeeva,
  • Lidiya L. Popova,
  • Irina V. Dubonosova,
  • Olga Yu. Karlutova,
  • Oleg P. Demidov,
  • Alexander D. Dubonosov and
  • Vladimir A. Bren

Beilstein J. Org. Chem. 2024, 20, 552–560, doi:10.3762/bjoc.20.47

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  • Physical and Organic Chemistry, Southern Federal University, Rostov-on-Don 344090, Russian Federation North Caucasus Federal University, Stavropol 355009, Russian Federation 10.3762/bjoc.20.47 Abstract A series of novel photo- and ionochromic N-acylated 2-(aminomethylene)benzo[b]thiophene-3(2Н)-ones with
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Published 11 Mar 2024

(E,Z)-1,1,1,4,4,4-Hexafluorobut-2-enes: hydrofluoroolefins halogenation/dehydrohalogenation cascade to reach new fluorinated allene

  • Nataliia V. Kirij,
  • Andrey A. Filatov,
  • Yurii L. Yagupolskii,
  • Sheng Peng and
  • Lee Sprague

Beilstein J. Org. Chem. 2024, 20, 452–459, doi:10.3762/bjoc.20.40

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  • Nataliia V. Kirij Andrey A. Filatov Yurii L. Yagupolskii Sheng Peng Lee Sprague Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Academician Kukhar Str., 5, Kyiv-94, 02660, Ukraine The Chemours Company, Chemours Discovery Hub, Newark, DE 19713, United States 10.3762/bjoc
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Published 27 Feb 2024

Mono or double Pd-catalyzed C–H bond functionalization for the annulative π-extension of 1,8-dibromonaphthalene: a one pot access to fluoranthene derivatives

  • Nahed Ketata,
  • Linhao Liu,
  • Ridha Ben Salem and
  • Henri Doucet

Beilstein J. Org. Chem. 2024, 20, 427–435, doi:10.3762/bjoc.20.37

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  • Nahed Ketata Linhao Liu Ridha Ben Salem Henri Doucet University of Rennes, CNRS, ISCR-UMR 6226, F-35000 Rennes, France Organic chemistry laboratory, LR17ES08, Department of Chemistry, Faculty of Sciences, University of Sfax, B.P. 1171, 3038, Sfax, Tunisia 10.3762/bjoc.20.37 Abstract The Pd
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Published 23 Feb 2024

Green and sustainable approaches for the Friedel–Crafts reaction between aldehydes and indoles

  • Periklis X. Kolagkis,
  • Eirini M. Galathri and
  • Christoforos G. Kokotos

Beilstein J. Org. Chem. 2024, 20, 379–426, doi:10.3762/bjoc.20.36

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  • Periklis X. Kolagkis Eirini M. Galathri Christoforos G. Kokotos Laboratory of Organic Chemistry, Department of Organic Chemistry, National and Kapodistrian University of Athens, Athens, 15771, Greece 10.3762/bjoc.20.36 Abstract The synthesis of indoles and their derivatives, more specifically bis
  • (indolyl)methanes (BIMs), has been an area of great interest in organic chemistry, since these compounds exhibit a range of interesting biological and pharmacological properties. BIMs are naturally found in cruciferous vegetables and have been shown to be effective antifungal, antibacterial, anti
  • synthetic pathways in organic chemistry [32][33][34]. Common organic syntheses require the use of harmful chemicals, such as toxic solvents, hazardous reagents, catalysts and reaction conditions, which contribute to environmental pollution and soil degradation [35][36]. Wanting to enhance the sustainability
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Published 22 Feb 2024

Mechanisms for radical reactions initiating from N-hydroxyphthalimide esters

  • Carlos R. Azpilcueta-Nicolas and
  • Jean-Philip Lumb

Beilstein J. Org. Chem. 2024, 20, 346–378, doi:10.3762/bjoc.20.35

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  • , leading to their strategic incorporation as "synthons" in modern organic chemistry, with complementary reactivity to more common polar reaction manifolds [12][13][14][15]. The utility of radicals has also been expanded through the recent development of transformations involving radical-polar crossover
  • activated under these electrochemical conditions (Scheme 36). Conclusion Given their rich history and their continued use in diverse methodologies, N-hydroxyphthalimide esters have been and will remain to be important tools in synthetic organic chemistry. In this perspective, we have surveyed recent
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Published 21 Feb 2024

Facile approach to N,O,S-heteropentacycles via condensation of sterically crowded 3H-phenoxazin-3-one with ortho-substituted anilines

  • Eugeny Ivakhnenko,
  • Vasily Malay,
  • Pavel Knyazev,
  • Nikita Merezhko,
  • Nadezhda Makarova,
  • Oleg Demidov,
  • Gennady Borodkin,
  • Andrey Starikov and
  • Vladimir Minkin

Beilstein J. Org. Chem. 2024, 20, 336–345, doi:10.3762/bjoc.20.34

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  • Eugeny Ivakhnenko Vasily Malay Pavel Knyazev Nikita Merezhko Nadezhda Makarova Oleg Demidov Gennady Borodkin Andrey Starikov Vladimir Minkin Institute of Physical and Organic Chemistry, Southern Federal University, 194/2 Stachki St., 344090, Rostov-on-Don, Russian Federation North Caucasus Federal
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Published 21 Feb 2024

Spatial arrangements of cyclodextrin host–guest complexes in solution studied by 13C NMR and molecular modelling

  • Konstantin Lebedinskiy,
  • Ivan Barvík,
  • Zdeněk Tošner,
  • Ivana Císařová,
  • Jindřich Jindřich and
  • Radim Hrdina

Beilstein J. Org. Chem. 2024, 20, 331–335, doi:10.3762/bjoc.20.33

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  • Konstantin Lebedinskiy Ivan Barvik Zdenek Tosner Ivana Cisarova Jindrich Jindrich Radim Hrdina Department of Organic Chemistry, Faculty of Science, Charles University, Hlavova 8, 128 43 Praha, Czech Republic Institute of Physics, Faculty of Mathematics and Physics, Charles University, Ke Karlovu
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Published 20 Feb 2024

Synthesis of π-conjugated polycyclic compounds by late-stage extrusion of chalcogen fragments

  • Aissam Okba,
  • Pablo Simón Marqués,
  • Kyohei Matsuo,
  • Naoki Aratani,
  • Hiroko Yamada,
  • Gwénaël Rapenne and
  • Claire Kammerer

Beilstein J. Org. Chem. 2024, 20, 287–305, doi:10.3762/bjoc.20.30

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  • synthesized via in-solution organic chemistry, for their improved processing, as well as for their electronic investigation both at the material and single-molecule scales. This method relies on the synthesis and processing of soluble and stable direct precursors of the target π-CPCs, followed by their final
  • in-solution organic chemistry techniques, ii) for their improved processing, as well as iii) for their in situ structural characterization and electronic investigation both at the material and single-molecule scales. Reactions involving the elimination of carbon-based small molecules, i.e., retro
  • recognized as valuable synthetic tools in organic chemistry [54], with the most famous S-extrusion process to generate new C–C bonds probably being the Ramberg–Bäcklund reaction [55]. In the case of heteropines, chalcogen extrusion leads to a six-membered ring via the intramolecular formation of a C–C bond
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Published 15 Feb 2024
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