Organo-fluorine chemistry V

  1. editorImage
  1. Editor: Prof. David O'Hagan
    University of St Andrews

This is the fifth themed issue on organo-fluorine chemistry in the Beilstein Journal of Organic Chemistry that I have had the pleasure to edit, and these themed issues have gone progressively from strength to strength ever since the first was assembled in 2008. There is no doubt that Beilstein Journal of Organic Chemistry has become a settled home for papers in contemporary organo-fluorine chemistry. Authors have presented their recent findings or, in some cases, reviewed important areas, from bioactives to materials, and collectively the papers highlight the vibrancy and range of activity associated with this theme. Organo-fluorine chemistry merits our attention as an important discipline within contemporary organic chemistry contributing in a unique way to innovation and performance in the development of functional molecules.

This issue will be historically memorable as most of the manuscripts were submitted through the covid-19 virus lockdown period which impacted laboratories internationally. As editor I am indebted to all of the authors for maintaining their commitment to contribute through what was a particularly unusual period of professional life.

  • Full Research Paper
  • Published 07 Apr 2020

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Beilstein J. Org. Chem. 2020, 16, 638–644, doi:10.3762/bjoc.16.60

Cascade trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles

  1. Ming-Xi Bi,
  2. Shuai Liu,
  3. Yangen Huang,
  4. Xiu-Hua Xu and
  5. Feng-Ling Qing
  • Letter
  • Published 08 Apr 2020

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Beilstein J. Org. Chem. 2020, 16, 657–662, doi:10.3762/bjoc.16.62

Synthesis of organic liquid crystals containing selectively fluorinated cyclopropanes

  1. Zeguo Fang,
  2. Nawaf Al-Maharik,
  3. Peer Kirsch,
  4. Matthias Bremer,
  5. Alexandra M. Z. Slawin and
  6. David O’Hagan
  • Full Research Paper
  • Published 14 Apr 2020

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Beilstein J. Org. Chem. 2020, 16, 674–680, doi:10.3762/bjoc.16.65

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  • Published 16 Apr 2020

Beilstein J. Org. Chem. 2020, 16, 756–762, doi:10.3762/bjoc.16.69

  • Full Research Paper
  • Published 20 Apr 2020

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Beilstein J. Org. Chem. 2020, 16, 778–790, doi:10.3762/bjoc.16.71

  • Review
  • Published 15 May 2020

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Beilstein J. Org. Chem. 2020, 16, 1022–1050, doi:10.3762/bjoc.16.91

Development of fluorinated benzils and bisbenzils as room-temperature phosphorescent molecules

  1. Shigeyuki Yamada,
  2. Takuya Higashida,
  3. Yizhou Wang,
  4. Masato Morita,
  5. Takuya Hosokai,
  6. Kaveendra Maduwantha,
  7. Kaveenga Rasika Koswattage and
  8. Tsutomu Konno
  • Full Research Paper
  • Published 29 May 2020

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Beilstein J. Org. Chem. 2020, 16, 1154–1162, doi:10.3762/bjoc.16.102

Photoredox-catalyzed silyldifluoromethylation of silyl enol ethers

  1. Vyacheslav I. Supranovich,
  2. Vitalij V. Levin and
  3. Alexander D. Dilman
  • Letter
  • Published 29 Jun 2020

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Beilstein J. Org. Chem. 2020, 16, 1550–1553, doi:10.3762/bjoc.16.126

NHC-catalyzed enantioselective synthesis of β-trifluoromethyl-β-hydroxyamides

  1. Alyn T. Davies,
  2. Mark D. Greenhalgh,
  3. Alexandra M. Z. Slawin and
  4. Andrew D. Smith
  • Letter
  • Published 30 Jun 2020

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Beilstein J. Org. Chem. 2020, 16, 1572–1578, doi:10.3762/bjoc.16.129

Fluorohydration of alkynes via I(I)/I(III) catalysis

  1. Jessica Neufeld,
  2. Constantin G. Daniliuc and
  3. Ryan Gilmour
  • Full Research Paper
  • Published 10 Jul 2020

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Beilstein J. Org. Chem. 2020, 16, 1627–1635, doi:10.3762/bjoc.16.135

Pauson–Khand reaction of fluorinated compounds

  1. Jorge Escorihuela,
  2. Daniel M. Sedgwick,
  3. Alberto Llobat,
  4. Mercedes Medio-Simón,
  5. Pablo Barrio and
  6. Santos Fustero
  • Review
  • Published 14 Jul 2020

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Beilstein J. Org. Chem. 2020, 16, 1662–1682, doi:10.3762/bjoc.16.138

  • Full Research Paper
  • Published 23 Jul 2020

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Beilstein J. Org. Chem. 2020, 16, 1837–1852, doi:10.3762/bjoc.16.151

Selective preparation of tetrasubstituted fluoroalkenes by fluorine-directed oxetane ring-opening reactions

  1. Clément Q. Fontenelle,
  2. Thibault Thierry,
  3. Romain Laporte,
  4. Emmanuel Pfund and
  5. Thierry Lequeux
  • Full Research Paper
  • Published 07 Aug 2020

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Beilstein J. Org. Chem. 2020, 16, 1936–1946, doi:10.3762/bjoc.16.160

Controlling the stereochemistry in 2-oxo-aldehyde-derived Ugi adducts through the cinchona alkaloid-promoted electrophilic fluorination

  1. Yuqing Wang,
  2. Gaigai Wang,
  3. Anatoly A. Peshkov,
  4. Ruwei Yao,
  5. Muhammad Hasan,
  6. Manzoor Zaman,
  7. Chao Liu,
  8. Stepan Kashtanov,
  9. Olga P. Pereshivko and
  10. Vsevolod A. Peshkov
  • Full Research Paper
  • Published 11 Aug 2020

Beilstein J. Org. Chem. 2020, 16, 1963–1973, doi:10.3762/bjoc.16.163

Synthesis of 6,13-difluoropentacene

  1. Matthias W. Tripp and
  2. Ulrich Koert
  • Full Research Paper
  • Published 02 Sep 2020

Beilstein J. Org. Chem. 2020, 16, 2136–2140, doi:10.3762/bjoc.16.181

Lipophilicity trends upon fluorination of isopropyl, cyclopropyl and 3-oxetanyl groups

  1. Benjamin Jeffries,
  2. Zhong Wang,
  3. Robert I. Troup,
  4. Anaïs Goupille,
  5. Jean-Yves Le Questel,
  6. Charlene Fallan,
  7. James S. Scott,
  8. Elisabetta Chiarparin,
  9. Jérôme Graton and
  10. Bruno Linclau
  • Full Research Paper
  • Published 02 Sep 2020

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Beilstein J. Org. Chem. 2020, 16, 2141–2150, doi:10.3762/bjoc.16.182

  • Review
  • Published 03 Sep 2020

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Beilstein J. Org. Chem. 2020, 16, 2151–2192, doi:10.3762/bjoc.16.183

  • Full Research Paper
  • Published 04 Sep 2020

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Beilstein J. Org. Chem. 2020, 16, 2193–2200, doi:10.3762/bjoc.16.184

Chan–Evans–Lam N1-(het)arylation and N1-alkеnylation of 4-fluoroalkylpyrimidin-2(1H)-ones

  1. Viktor M. Tkachuk,
  2. Oleh O. Lukianov,
  3. Mykhailo V. Vovk,
  4. Isabelle Gillaizeau and
  5. Volodymyr A. Sukach
  • Full Research Paper
  • Published 17 Sep 2020

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Beilstein J. Org. Chem. 2020, 16, 2304–2313, doi:10.3762/bjoc.16.191

  • Letter
  • Published 30 Sep 2020

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Beilstein J. Org. Chem. 2020, 16, 2442–2447, doi:10.3762/bjoc.16.198

  • Full Research Paper
  • Published 05 Oct 2020

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Beilstein J. Org. Chem. 2020, 16, 2469–2476, doi:10.3762/bjoc.16.200

Synthesis of novel fluorinated building blocks via halofluorination and related reactions

  1. Attila Márió Remete,
  2. Tamás T. Novák,
  3. Melinda Nonn,
  4. Matti Haukka,
  5. Ferenc Fülöp and
  6. Loránd Kiss
  • Full Research Paper
  • Published 16 Oct 2020

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Beilstein J. Org. Chem. 2020, 16, 2562–2575, doi:10.3762/bjoc.16.208

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  • Published 23 Oct 2020

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Beilstein J. Org. Chem. 2020, 16, 2623–2635, doi:10.3762/bjoc.16.213

Vicinal difluorination as a C=C surrogate: an analog of piperine with enhanced solubility, photostability, and acetylcholinesterase inhibitory activity

  1. Yuvixza Lizarme-Salas,
  2. Alexandra Daryl Ariawan,
  3. Ranjala Ratnayake,
  4. Hendrik Luesch,
  5. Angela Finch and
  6. Luke Hunter
  • Full Research Paper
  • Published 28 Oct 2020

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Beilstein J. Org. Chem. 2020, 16, 2663–2670, doi:10.3762/bjoc.16.216

Asymmetric Mannich reactions of (S)-N-tert-butylsulfinyl-3,3,3-trifluoroacetaldimines with yne nucleophiles

  1. Ziyi Li,
  2. Li Wang,
  3. Yunqi Huang,
  4. Haibo Mei,
  5. Hiroyuki Konno,
  6. Hiroki Moriwaki,
  7. Vadim A. Soloshonok and
  8. Jianlin Han
  • Full Research Paper
  • Published 29 Oct 2020

Beilstein J. Org. Chem. 2020, 16, 2671–2678, doi:10.3762/bjoc.16.217

Synthesis of purines and adenines containing the hexafluoroisopropyl group

  1. Viacheslav Petrov,
  2. Rebecca J. Dooley,
  3. Alexander A. Marchione,
  4. Elizabeth L. Diaz,
  5. Brittany S. Clem and
  6. William Marshall
  • Full Research Paper
  • Published 11 Nov 2020

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Beilstein J. Org. Chem. 2020, 16, 2739–2748, doi:10.3762/bjoc.16.224

Fluorine effect in nucleophilic fluorination at C4 of 1,6-anhydro-2,3-dideoxy-2,3-difluoro-β-D-hexopyranose

  1. Danny Lainé,
  2. Vincent Denavit,
  3. Olivier Lessard,
  4. Laurie Carrier,
  5. Charles-Émile Fecteau,
  6. Paul A. Johnson and
  7. Denis Giguère
  • Full Research Paper
  • Published 25 Nov 2020

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Beilstein J. Org. Chem. 2020, 16, 2880–2887, doi:10.3762/bjoc.16.237

Controlled decomposition of SF6 by electrochemical reduction

  1. Sébastien Bouvet,
  2. Bruce Pégot,
  3. Stéphane Sengmany,
  4. Erwan Le Gall,
  5. Eric Léonel,
  6. Anne-Marie Goncalves and
  7. Emmanuel Magnier
  • Full Research Paper
  • Published 01 Dec 2020

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Beilstein J. Org. Chem. 2020, 16, 2948–2953, doi:10.3762/bjoc.16.244

Metal-free nucleophilic trifluoromethylselenolation via an iodide-mediated umpolung reactivity of trifluoromethylselenotoluenesulfonate

  1. Kevin Grollier,
  2. Alexis Taponard,
  3. Arnaud De Zordo-Banliat,
  4. Emmanuel Magnier and
  5. Thierry Billard
  • Full Research Paper
  • Published 10 Dec 2020

Beilstein J. Org. Chem. 2020, 16, 3032–3037, doi:10.3762/bjoc.16.252

  • Letter
  • Published 14 Dec 2020

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Beilstein J. Org. Chem. 2020, 16, 3052–3058, doi:10.3762/bjoc.16.254

Amine–borane complex-initiated SF5Cl radical addition on alkenes and alkynes

  1. Audrey Gilbert,
  2. Pauline Langowski,
  3. Marine Delgado,
  4. Laurent Chabaud,
  5. Mathieu Pucheault and
  6. Jean-François Paquin
  • Full Research Paper
  • Published 16 Dec 2020

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Beilstein J. Org. Chem. 2020, 16, 3069–3077, doi:10.3762/bjoc.16.256

Synthesis of tetrafluorinated piperidines from nitrones via a visible-light-promoted annelation reaction

  1. Vyacheslav I. Supranovich,
  2. Igor A. Dmitriev and
  3. Alexander D. Dilman
  • Letter
  • Published 29 Dec 2020

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Beilstein J. Org. Chem. 2020, 16, 3104–3108, doi:10.3762/bjoc.16.260

Benzothiazolium salts as reagents for the deoxygenative perfluoroalkylthiolation of alcohols

  1. Armin Ariamajd,
  2. Nils J. Gerwien,
  3. Benjamin Schwabe,
  4. Stefan Dix and
  5. Matthew N. Hopkinson
  • Letter
  • Published 08 Jan 2021

Beilstein J. Org. Chem. 2021, 17, 83–88, doi:10.3762/bjoc.17.8

Synthesis of aryl 2-bromo-2-chloro-1,1-difluoroethyl ethers through the base-mediated reaction between phenols and halothane

  1. Yukiko Karuo,
  2. Ayaka Kametani,
  3. Atsushi Tarui,
  4. Kazuyuki Sato,
  5. Kentaro Kawai and
  6. Masaaki Omote
  • Full Research Paper
  • Published 11 Jan 2021

Beilstein J. Org. Chem. 2021, 17, 89–96, doi:10.3762/bjoc.17.9

Facile preparation and conversion of 4,4,4-trifluorobut-2-yn-1-ones to aromatic and heteroaromatic compounds

  1. Takashi Yamazaki,
  2. Yoh Nakajima,
  3. Minato Iida and
  4. Tomoko Kawasaki-Takasuka
  • Full Research Paper
  • Published 15 Jan 2021

Beilstein J. Org. Chem. 2021, 17, 132–138, doi:10.3762/bjoc.17.14

  • Full Research Paper
  • Published 21 Jan 2021

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Beilstein J. Org. Chem. 2021, 17, 210–223, doi:10.3762/bjoc.17.21

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