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Mendeleev Communications, 2012, Volume 22, Issue 4, Pages 181–183
DOI: https://doi.org/10.1016/j.mencom.2012.06.002
(Mi mendc2782)
 

This article is cited in 10 scientific papers (total in 10 papers)

Unexpected formation of 4-arylcyclopentane-1,1,3,3-tetracarboxylates in GaCl3-catalyzed reaction of 2-arylcyclopropane-1,1-dicarboxylates with tetrasubstituted 1-pyrazolines

R. A. Novikov, Yu. V. Tomilov, O. M. Nefedov

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
Abstract: Gallium trichloride-catalyzed reaction between 2-arylcyclopropane-1,1-dicarboxylates and 3,3,5,5-tetrasubstituted 1-pyrazolines affords 4-arylcyclopentane-1,1,3,3-tetracarboxylates, which originate from cycloaddition of the two molecules of the starting cyclopropane with the loss of one arylidene fragment subtracted by the 1-pyrazoline.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (170.6 Kb)


Citation: R. A. Novikov, Yu. V. Tomilov, O. M. Nefedov, “Unexpected formation of 4-arylcyclopentane-1,1,3,3-tetracarboxylates in GaCl3-catalyzed reaction of 2-arylcyclopropane-1,1-dicarboxylates with tetrasubstituted 1-pyrazolines”, Mendeleev Commun., 22:4 (2012), 181–183
Linking options:
  • https://www.mathnet.ru/eng/mendc2782
  • https://www.mathnet.ru/eng/mendc/v22/i4/p181
  • This publication is cited in the following 10 articles:
    1. Justyna Wiȩcławik, Anna Chrobok, “Gallium(III)- and Indium(III)-Containing Ionic Liquids as Highly Active Catalysts in Organic Synthesis”, Molecules, 28:4 (2023), 1955  crossref
    2. Manoj K. Gupta, Monika, Sharol Sebastian, Comprehensive Organometallic Chemistry IV, 2022, 382  crossref
    3. Roman A. Novikov, Anna V. Tarasova, Victor A. Korolev, Evgeny V. Shulishov, Vladimir P. Timofeev, Yury V. Tomilov, “Donor–Acceptor Cyclopropanes as 1,2-Dipoles in GaCl3-Mediated [4 + 2]-Annulation with Alkenes: Easy Access to the Tetralin Skeleton”, J. Org. Chem., 80:16 (2015), 8225  crossref
    4. R. A. Novikov, Yu. V. Tomilov, “Dimerization of donor–acceptor cyclopropanes”, Mendeleev Commun., 25:1 (2015), 1–10  mathnet  crossref
    5. Masahiko Yamaguchi, Shigeki Matsunaga, Masakatsu Shibasaki, Bastien Michelet, Christophe Bour, Vincent Gandon, Encyclopedia of Reagents for Organic Synthesis, 2014, 1  crossref
    6. R. A. Novikov, A. V. Tarasova, K. Yu. Suponitsky, Yu. V. Tomilov, “Unexpected formation of substituted naphthalenes and phenanthrenes in a GaCl3 mediated dimerization–fragmentation reaction of 2-arylcyclopropane-1,1-dicarboxylates”, Mendeleev Commun., 24:6 (2014), 346–348  mathnet  crossref
    7. Manoj K. Gupta, Timothy P. O'Sullivan, “Recent applications of gallium and gallium halides as reagents in organic synthesis”, RSC Adv., 3:48 (2013), 25498  crossref
    8. Olga A. Ivanova, Ekaterina M. Budynina, Dmitriy A. Skvortsov, Michelle Limoge, Andrei V. Bakin, Alexey O. Chagarovskiy, Igor V. Trushkov, Mikhail Ya. Melnikov, “A bioinspired route to indanes and cyclopentannulated hetarenes via (3+2)-cyclodimerization of donor–acceptor cyclopropanes”, Chem. Commun., 49:98 (2013), 11482  crossref
    9. Roman A. Novikov, Dmitry O. Balakirev, Vladimir P. Timofeev, Yury V. Tomilov, “Complexes of Donor–Acceptor Cyclopropanes with Tin, Titanium, and Gallium Chlorides — Mechanism Studies”, Organometallics, 31:24 (2012), 8627  crossref
    10. Roman A. Novikov, Yury V. Tomilov, Oleg M. Nefedov, “ChemInform Abstract: Unexpected Formation of 4‐Arylcyclopentane‐1,1,3,3‐tetracarboxylates (II) in GaCl3‐Catalyzed Reaction of 2‐Arylcyclopropane‐1,1‐dicarboxylates (I) with Tetrasubstituted 1‐Pyrazolines.”, ChemInform, 43:49 (2012)  crossref
    Citing articles in Google Scholar: Russian citations, English citations
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