Organofluorine chemistry VI

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Editor: Prof. David O'Hagan
University of St Andrews
 
It is a pleasure to launch the 6th Thematic Issue on organofluorine chemistry in the Beilstein Journal of Organic Chemistry. The special characteristics of fluorine, which stem from its high electronegativity and its ability to form stable bonds to carbon, render it particularly useful in optimising the properties of molecules in all areas where organic chemicals are applied. Thus, organofluorine compounds emerge prominently in the pharmaceutical and agrochemicals industries, and they have had a long history in the development of polymers and more recently in soft materials, such as those associated with modern display technologies. Some structural classes, such as perfluorochemicals, are presenting challenges due to their environmental impact. Therefore, it is now necessary that such considerations are incorporated into innovations in the development of functional molecules containing fluorine. New synthetic methods for selective fluorinations and understanding the properties and life cycle of fluorine-containing compounds provide the stimulus now for innovation in organofluorine chemistry.  It is in that context that BJOC continues its commitment to this subdiscipline of organic chemistry by opening the 6th Thematic Issue on organofluorine chemistry. Contributions from academic and industrial laboratories across all areas of the organofluorine enterprise are welcome.

David O'Hagan, University of St Andrews
Guest Editor of Organofluorine chemistry VI

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Visible-light-induced nickel-catalyzed α-hydroxytrifluoroethylation of alkyl carboxylic acids: Access to trifluoromethyl alkyl acyloins

  • Feng Chen,
  • Xiu-Hua Xu,
  • Zeng-Hao Chen,
  • Yue Chen and
  • Feng-Ling Qing

Beilstein J. Org. Chem. 2023, 19, 1372–1378, doi:10.3762/bjoc.19.98

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Published 11 Sep 2023

Morpholine-mediated defluorinative cycloaddition of gem-difluoroalkenes and organic azides

  • Tzu-Yu Huang,
  • Mario Djugovski,
  • Sweta Adhikari,
  • Destinee L. Manning and
  • Sudeshna Roy

Beilstein J. Org. Chem. 2023, 19, 1545–1554, doi:10.3762/bjoc.19.111

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Published 05 Oct 2023

Trifluoromethylated hydrazones and acylhydrazones as potent nitrogen-containing fluorinated building blocks

  • Zhang Dongxu

Beilstein J. Org. Chem. 2023, 19, 1741–1754, doi:10.3762/bjoc.19.127

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Published 15 Nov 2023

Copper-catalyzed multicomponent reaction of β-trifluoromethyl β-diazo esters enabling the synthesis of β-trifluoromethyl N,N-diacyl-β-amino esters

  • Youlong Du,
  • Haibo Mei,
  • Ata Makarem,
  • Ramin Javahershenas,
  • Vadim A. Soloshonok and
  • Jianlin Han

Beilstein J. Org. Chem. 2024, 20, 212–219, doi:10.3762/bjoc.20.21

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Published 02 Feb 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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Published 27 Feb 2024

Synthesis of 2,2-difluoro-1,3-diketone and 2,2-difluoro-1,3-ketoester derivatives using fluorine gas

  • Alexander S. Hampton,
  • David R. W. Hodgson,
  • Graham McDougald,
  • Linhua Wang and
  • Graham Sandford

Beilstein J. Org. Chem. 2024, 20, 460–469, doi:10.3762/bjoc.20.41

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Published 28 Feb 2024

Direct synthesis of acyl fluorides from carboxylic acids using benzothiazolium reagents

  • Lilian M. Maas,
  • Alex Haswell,
  • Rory Hughes and
  • Matthew N. Hopkinson

Beilstein J. Org. Chem. 2024, 20, 921–930, doi:10.3762/bjoc.20.82

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Published 23 Apr 2024

Benzylic C(sp3)–H fluorination

  • Alexander P. Atkins,
  • Alice C. Dean and
  • Alastair J. J. Lennox

Beilstein J. Org. Chem. 2024, 20, 1527–1547, doi:10.3762/bjoc.20.137

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Published 10 Jul 2024

Regio- and stereochemical stability induced by anomeric and gauche effects in difluorinated pyrrolidines

  • Ana Flávia Candida Silva,
  • Francisco A. Martins and
  • Matheus P. Freitas

Beilstein J. Org. Chem. 2024, 20, 1572–1579, doi:10.3762/bjoc.20.140

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Published 12 Jul 2024

1,2-Difluoroethylene (HFO-1132): synthesis and chemistry

  • Liubov V. Sokolenko,
  • Taras M. Sokolenko and
  • Yurii L. Yagupolskii

Beilstein J. Org. Chem. 2024, 20, 1955–1966, doi:10.3762/bjoc.20.171

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Published 12 Aug 2024

From perfluoroalkyl aryl sulfoxides to ortho thioethers

  • Yang Li,
  • Guillaume Dagousset,
  • Emmanuel Magnier and
  • Bruce Pégot

Beilstein J. Org. Chem. 2024, 20, 2108–2113, doi:10.3762/bjoc.20.181

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Published 23 Aug 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

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Published 25 Sep 2024

Phenylseleno trifluoromethoxylation of alkenes

  • Clément Delobel,
  • Armen Panossian,
  • Gilles Hanquet,
  • Frédéric R. Leroux,
  • Fabien Toulgoat and
  • Thierry Billard

Beilstein J. Org. Chem. 2024, 20, 2434–2441, doi:10.3762/bjoc.20.207

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Published 26 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

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Published 27 Sep 2024

Photoluminescence color-tuning with polymer-dispersed fluorescent films containing two fluorinated diphenylacetylene-type fluorophores

  • Kazuki Kobayashi,
  • Shigeyuki Yamada,
  • Motohiro Yasui and
  • Tsutomu Konno

Beilstein J. Org. Chem. 2024, 20, 2682–2690, doi:10.3762/bjoc.20.225

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Published 23 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

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Published 24 Oct 2024

Access to optically active tetrafluoroethylenated amines based on [1,3]-proton shift reaction

  • Yuta Kabumoto,
  • Eiichiro Yoshimoto,
  • Bing Xiaohuan,
  • Masato Morita,
  • Motohiro Yasui,
  • Shigeyuki Yamada and
  • Tsutomu Konno

Beilstein J. Org. Chem. 2024, 20, 2776–2783, doi:10.3762/bjoc.20.233

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Published 01 Nov 2024

Mechanochemical difluoromethylations of ketones

  • Jinbo Ke,
  • Pit van Bonn and
  • Carsten Bolm

Beilstein J. Org. Chem. 2024, 20, 2799–2805, doi:10.3762/bjoc.20.235

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Published 04 Nov 2024

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

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Published 12 Nov 2024

4,6-Diaryl-5,5-difluoro-1,3-dioxanes as chiral dopants for liquid crystal compositions

  • Maurice Médebielle,
  • Peer Kirsch,
  • Jérémy Merad,
  • Carolina von Essen,
  • Clemens Kühn and
  • Andreas Ruhl

Beilstein J. Org. Chem. 2024, 20, 2940–2945, doi:10.3762/bjoc.20.246

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Published 14 Nov 2024

gem-Difluorovinyl and trifluorovinyl Michael acceptors in the synthesis of α,β-unsaturated fluorinated and nonfluorinated amides

  • Monika Bilska-Markowska,
  • Marcin Kaźmierczak,
  • Wojciech Jankowski and
  • Marcin Hoffmann

Beilstein J. Org. Chem. 2024, 20, 2946–2953, doi:10.3762/bjoc.20.247

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Published 15 Nov 2024

Synthesis of fluorinated acid-functionalized, electron-rich nickel porphyrins

  • Mike Brockmann,
  • Jonas Lobbel,
  • Lara Unterriker and
  • Rainer Herges

Beilstein J. Org. Chem. 2024, 20, 2954–2958, doi:10.3762/bjoc.20.248

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Published 15 Nov 2024

Controlled oligomerization of [1.1.1]propellane through radical polarity matching: selective synthesis of SF5- and CF3SF4-containing [2]staffanes

  • Jón Atiba Buldt,
  • Wang-Yeuk Kong,
  • Yannick Kraemer,
  • Masiel M. Belsuzarri,
  • Ansh Hiten Patel,
  • James C. Fettinger,
  • Dean J. Tantillo and
  • Cody Ross Pitts

Beilstein J. Org. Chem. 2024, 20, 3134–3143, doi:10.3762/bjoc.20.259

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Published 29 Nov 2024

Synthesis of extended fluorinated tripeptides based on the tetrahydropyridazine scaffold

  • Thierry Milcent,
  • Pascal Retailleau,
  • Benoit Crousse and
  • Sandrine Ongeri

Beilstein J. Org. Chem. 2024, 20, 3174–3181, doi:10.3762/bjoc.20.262

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Published 04 Dec 2024

Efficient synthesis of fluorinated triphenylenes with enhanced arene–perfluoroarene interactions in columnar mesophases

  • Yang Chen,
  • Jiao He,
  • Hang Lin,
  • Hai-Feng Wang,
  • Ping Hu,
  • Bi-Qin Wang,
  • Ke-Qing Zhao and
  • Bertrand Donnio

Beilstein J. Org. Chem. 2024, 20, 3263–3273, doi:10.3762/bjoc.20.270

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Published 16 Dec 2024
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