Loading [MathJax]/jax/output/SVG/config.js
Mendeleev Communications
RUS  ENG    JOURNALS   PEOPLE   ORGANISATIONS   CONFERENCES   SEMINARS   VIDEO LIBRARY   PACKAGE AMSBIB  
General information
Latest issue
Archive

Search papers
Search references

RSS
Latest issue
Current issues
Archive issues
What is RSS



Mendeleev Commun.:
Year:
Volume:
Issue:
Page:
Find






Personal entry:
Login:
Password:
Save password
Enter
Forgotten password?
Register


Mendeleev Communications, 2010, Volume 20, Issue 6, Pages 353–354
DOI: https://doi.org/10.1016/j.mencom.2010.11.018
(Mi mendc3091)
 

This article is cited in 21 scientific papers (total in 21 papers)

4,6-Dinitrobenzo[c]isothiazole: synthesis and 1,3-dipolar cycloaddition to azomethine ylide

L. S. Konstantinovaa, M. A. Bastrakova, A. M. Starosotnikova, I. V. Glukhovb, K. A. Lysova, O. A. Rakitina, S. A. Sheveleva

a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
Abstract: 1,3-Dipolar cycloaddition of 4,6-dinitrobenzo[c]isothiazole to (N-methyl-N-methylideneammonio)methanide (2 equiv.) gives 5,8-dimethyl-3b,6b-dinitrodecahydroisothiazolo[3,4-e]pyrrolo[3,4-g]isoindole, whose structure was confirmed by X-ray diffraction analysis.
Document Type: Article
Language: English


Citation: L. S. Konstantinova, M. A. Bastrakov, A. M. Starosotnikov, I. V. Glukhov, K. A. Lysov, O. A. Rakitin, S. A. Shevelev, “4,6-Dinitrobenzo[c]isothiazole: synthesis and 1,3-dipolar cycloaddition to azomethine ylide”, Mendeleev Commun., 20:6 (2010), 353–354
Linking options:
  • https://www.mathnet.ru/eng/mendc3091
  • https://www.mathnet.ru/eng/mendc/v20/i6/p353
  • This publication is cited in the following 21 articles:
    1. P. A. Koutentis, A. Yu. Makarov, O. A. Rakitin, A. V. Zibarev, “Herz chemistry and its applications in small-molecule functional materials science: achievements, challenges, and prospects”, RUSS CHEM REV, 94:1 (2025), RCR5146  crossref
    2. Siva S. Panda, Marian N. Aziz, Jacek Stawinski, Adel S. Girgis, “Azomethine Ylides—Versatile Synthons for Pyrrolidinyl-Heterocyclic Compounds”, Molecules, 28:2 (2023), 668  crossref
    3. V.I. Potkin, A.V. Kletskov, F.I. Zubkov, Comprehensive Heterocyclic Chemistry IV, 2022, 482  crossref
    4. Alexey M. Starosotnikov, Maxim A. Bastrakov, Heterocycles, 2022, 27  crossref
    5. Maxim A. Bastrakov, Alexey K. Fedorenko, Alexey M. Starosotnikov, Alexander Kh. Shakhnes, “Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines”, Molecules, 26:18 (2021), 5547  crossref
    6. M. A. Bastrakov, A. K. Fedorenko, A. M. Starosotnikov, “Synthesis of 6-R-isoxazolo[4,3-b]pyridines and their reactions with C-nucleophiles”, Russ Chem Bull, 69:2 (2020), 394  crossref
    7. Oleg A. Rakitin, “Synthesis of Sulfur-Containing Heterocycles by Electrophilic Addition Reactions of Disulfur Dichloride”, Chem Heterocycl Comp, 56:7 (2020), 837  crossref
    8. Maxim A. Bastrakov, Alexey K. Fedorenko, Alexey M. Starosotnikov, Ivan V. Fedyanin, Vladimir A. Kokorekin, “Synthesis and Facile Dearomatization of Highly Electrophilic Nitroisoxazolo[4,3-b]pyridines”, Molecules, 25:9 (2020), 2194  crossref
    9. S. G. Zlotin, I. L. Dalinger, N. N. Makhova, V. A. Tartakovsky, “Nitro compounds as the core structures of promising energetic materials and versatile reagents for organic synthesis”, Russian Chem. Reviews, 89:1 (2020), 1–54  mathnet  mathnet  crossref  isi  scopus
    10. N. N. Makhova, L. I. Belen'kii, G. A. Gazieva, I. L. Dalinger, L. S. Konstantinova, V. V. Kuznetsov, A. N. Kravchenko, M. M. Krayushkin, O. A. Rakitin, A. M. Starosotnikov, L. L. Fershtat, S. A. Shevelev, V. Z. Shirinian, V. N. Yarovenko, “Progress in the chemistry of nitrogen-, oxygen- and sulfur-containing heterocyclic systems”, Russian Chem. Reviews, 89:1 (2020), 55–124  mathnet  mathnet  crossref  isi  scopus
    11. Steven M. Wales, Daniel J. Rivinoja, Michael G. Gardiner, Melissa J. Bird, Adam G. Meyer, John H. Ryan, Christopher J. T. Hyland, “Benzoazepine-Fused Isoindolines via Intramolecular (3 + 2)-Cycloadditions of Azomethine Ylides with Dinitroarenes”, Org. Lett., 21:12 (2019), 4703  crossref
    12. Maxim A. Bastrakov, Alexey K. Fedorenko, Alexey M. Starosotnikov, Vadim V. Kachala, Svyatoslav A. Shevelev, “Dearomative (3+2) cycloaddition of 2-substituted 3,5-dinitropyridines and N-methyl azomethine ylide”, Chem Heterocycl Comp, 55:1 (2019), 72  crossref
    13. Alexey M. Starosotnikov, Maxim A. Bastrakov, Vadim V. Kachala, Ivan V. Fedyanin, Svyatoslav A. Shevelev, Igor L. Dalinger, “Unusual Pericyclic Reactivity of 4‐Nitrobenzofuroxans in 1,3‐Dipolar Cycloaddition with N‐Benzyl Azomethine Ylide – A New Example of Multiple C–C‐Bond Forming Transformations.”, ChemistrySelect, 3:34 (2018), 9773  crossref
    14. Maxim A. Bastrakov, Alexey M. Starosotnikov, Alexander A. Pavlov, Igor L. Dalinger, Svyatoslav A. Shevelev, “Synthesis of novel polycyclic heterosystems from 5-nitro[1,2,5]selenadiazolo[3,4-e]benzofuroxans”, Chem Heterocycl Comp, 52:9 (2016), 690  crossref
    15. Yulia P. Semenyuk, Pavel G. Morozov, Oleg N. Burov, Mikhail E. Kletskii, Anton V. Lisovin, Sergey V. Kurbatov, François Terrier, “Sequential SNAr and Diels–Alder reactivity of superelectrophilic 10π heteroaromatic substrates”, Tetrahedron, 72:18 (2016), 2254  crossref
    16. L. S. Konstantinova, O. A. Rakitin, “Sulfur monochloride in organic synthesis”, Russian Chem. Reviews, 83:3 (2014), 225–250  mathnet  mathnet  crossref  isi  scopus
    17. S. A. Shevelev, A. M. Starosotnikov, “Pericyclic [4+2] and [3+2] Cycloaddition Reactions of Nitroarenes in Heterocyclic Synthesis”, Chem Heterocycl Comp, 49:1 (2013), 92  crossref
    18. Svyatoslav Shevelev, Alexey Starosotnikov, Topics in Heterocyclic Chemistry, 37, Metal Free C-H Functionalization of Aromatics, 2013, 107  crossref
    19. Sunyoung Lee, Sonia Diab, Pierre Queval, Muriel Sebban, Isabelle Chataigner, Serge R. Piettre, “Aromatic CC Bonds as Dipolarophiles: Facile Reactions of Uncomplexed Electron‐Deficient Benzene Derivatives and Other Aromatic Rings with a Non‐Stabilized Azomethine Ylide”, Chemistry A European J, 19:22 (2013), 7181  crossref
    20. François Terrier, Julian M. Dust, Erwin Buncel, “Dual super-electrophilic and Diels–Alder reactivity of neutral 10π heteroaromatic substrates”, Tetrahedron, 68:7 (2012), 1829  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
    Mendeleev Communications
    Statistics & downloads:
    Abstract page:49
    Full-text PDF :7
     
      Contact us:
     Terms of Use  Registration to the website  Logotypes © Steklov Mathematical Institute RAS, 2025