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Mendeleev Communications, 2002, Volume 12, Issue 3, Pages 115–117
DOI: https://doi.org/10.1070/MC2002v012n03ABEH001564
(Mi mendc4120)
 

This article is cited in 14 scientific papers (total in 14 papers)

Fluorocyclization of norbornenecarboxylic acids with F-TEDA-BF4

Yu. A. Serguchev, L. F. Lourie, G. V. Polishchuk, A. N. Chernega

Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, Ukraine
Abstract: The reactions of 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) with cis-5-norbornene-endo- 2,3-dicarboxylic acid, its monomethyl ester and 5-norbornene-endo-2-carboxylic acid in acetonitrile lead to the formation of corresponding fluorinated γ-lactones.
Document Type: Article
Language: English


Citation: Yu. A. Serguchev, L. F. Lourie, G. V. Polishchuk, A. N. Chernega, “Fluorocyclization of norbornenecarboxylic acids with F-TEDA-BF4”, Mendeleev Commun., 12:3 (2002), 115–117
Linking options:
  • https://www.mathnet.ru/eng/mendc4120
  • https://www.mathnet.ru/eng/mendc/v12/i3/p115
  • This publication is cited in the following 14 articles:
    1. Kenichi Hiramatsu, Takashi Honjo, Vivek Rauniyar, F. Dean Toste, “Enantioselective Synthesis of Fluoro–Dihydroquinazolones and -Benzooxazinones by Fluorination-Initiated Asymmetric Cyclization Reactions”, ACS Catal., 6:1 (2016), 151  crossref
    2. Naoki Asari, Yusuke Takemoto, Yukino Shinomoto, Takuma Yagyu, Akira Yoshimura, Viktor V. Zhdankin, Akio Saito, “Catalytic Cycloisomerization–Fluorination Sequence of N‐Propargyl Amides by Iodoarene/HF⋅Pyridine/Selectfluor Systems”, Asian J Org Chem, 5:11 (2016), 1314  crossref
    3. U. Hennecke, C. Rösner, T. Wald, T. Robert, M. Oestreich, Comprehensive Organic Synthesis II, 2014, 638  crossref
    4. Dixit Parmar, Modhu Sudan Maji, Magnus Rueping, “Catalytic and Asymmetric Fluorolactonisations of Carboxylic Acids through Anion Phase Transfer”, Chemistry A European J, 20:1 (2014), 83  crossref
    5. Hunter P. Shunatona, Natalja Früh, Yi‐Ming Wang, Vivek Rauniyar, F. Dean Toste, “Enantioselective Fluoroamination: 1,4‐Addition to Conjugated Dienes Using Anionic Phase‐Transfer Catalysis”, Angewandte Chemie, 125:30 (2013), 7878  crossref
    6. Hunter P. Shunatona, Natalja Früh, Yi‐Ming Wang, Vivek Rauniyar, F. Dean Toste, “Enantioselective Fluoroamination: 1,4‐Addition to Conjugated Dienes Using Anionic Phase‐Transfer Catalysis”, Angew Chem Int Ed, 52:30 (2013), 7724  crossref
    7. David E. Rajsfus, Sari Alter-Zilberfarb, Pessia Sharon, Mary Ann B. Meador, Aryeh A. Frimer, “Stereospecific mono- and difluorination of the C7-bridge of norbornenes”, Journal of Fluorine Chemistry, 132:5 (2011), 339  crossref
    8. Susan C. Wilkinson, Oscar Lozano, Marie Schuler, Maria C. Pacheco, Roger Salmon, Véronique Gouverneur, “Electrophilic Fluorocyclization of Allyl Silanes”, Angewandte Chemie, 121:38 (2009), 7217  crossref
    9. Susan C Wilkinson, Roger Salmon, Véronique Gouverneur, “Developments in Fluorocyclization Methodologies”, Future Med. Chem., 1:5 (2009), 847  crossref
    10. Susan C. Wilkinson, Oscar Lozano, Marie Schuler, Maria C. Pacheco, Roger Salmon, Véronique Gouverneur, “Electrophilic Fluorocyclization of Allyl Silanes”, Angew Chem Int Ed, 48:38 (2009), 7083  crossref
    11. Jérôme Baudoux, Dominique Cahard, Organic Reactions, 2008, 1  crossref
    12. Lyudmila F. Lourie, Yurii A. Serguchev, Galina V. Shevchenko, Maxim V. Ponomarenko, Alexander N. Chernega, Eduard B. Rusanov, Judith A.K. Howard, “Fluorolactonization of norbornenecarboxylic acids and their methyl esters with F-TEDA-BF4 and XeF2”, Journal of Fluorine Chemistry, 127:3 (2006), 377  crossref
    13. L. I. Kas'yan, V. A. Pal'chikov, I. N. Tarabara, O. V. Krishchik, A. O. Kas'yan, S. V. Shishkina, O. V. Shishkin, “Products of endic anhydride reaction with cyclic amines and their heterocyclization”, Russ J Org Chem, 42:11 (2006), 1642  crossref
    14. Yurii A. Serguchev, Lyudmila F. Lourie, Galina V. Polishchuk, Alexander N. Chernega, “Fluorocyclization of Norbornenecarboxylic Acids with F‐TEDA‐BF4.”, ChemInform, 33:46 (2002), 99  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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