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Mendeleev Communications, 2005, Volume 15, Issue 5, Pages 202–204
DOI: https://doi.org/10.1070/MC2005v015n05ABEH002137
(Mi mendc3747)
 

This article is cited in 8 scientific papers (total in 8 papers)

Synthesis of 4,6-dinitrobenzo[b]furans from 1,3,5-trinitrobenzene

M. D. Dutov, I. A. Vatsadze, S. S. Vorob'ev, S. A. Shevelev

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
Full-text PDF (208 kB) Citations (8)
Abstract: O-3,5-Dinitrophenylketoximes obtained by treatment of ketoximes with 1,3,5-trinitrobenzene undergo acid-catalysed cyclization to give 4,6-dinitrobenzo[b]furans substituted at the 2- or 2- and 3-positions.
Document Type: Article
Language: English


Citation: M. D. Dutov, I. A. Vatsadze, S. S. Vorob'ev, S. A. Shevelev, “Synthesis of 4,6-dinitrobenzo[b]furans from 1,3,5-trinitrobenzene”, Mendeleev Commun., 15:5 (2005), 202–204
Linking options:
  • https://www.mathnet.ru/eng/mendc3747
  • https://www.mathnet.ru/eng/mendc/v15/i5/p202
  • This publication is cited in the following 8 articles:
    1. V. A. Ostrovskii, S. B. Miron, Yu. N. Pavlyukova, “A chemical technologist's view on import substitution of medicines”, Russ Chem Bull, 72:12 (2023), 3037  crossref
    2. A. M. Starosotnikov, M. A. Bastrakov, V. V. Kachala, I. V. Fedyanin, S. A. Shevelev, “Vicarious nucleophilic amination of five-membered 4,6-dinitrobenzoheterocycles”, Russ Chem Bull, 69:2 (2020), 390  crossref
    3. Svyatoslav Shevelev, Alexey Starosotnikov, Topics in Heterocyclic Chemistry, 37, Metal Free C-H Functionalization of Aromatics, 2013, 107  crossref
    4. Modern Nucleophilic Aromatic Substitution, 2013, 205  crossref
    5. S. S. Vorob'ev, M. D. Dutov, I. A. Vatsadze, E. P. Petrosyan, V. V. Kachala, Yu. A. Strelenko, S. A. Shevelev, “Intramolecular cyclization of O-(3,5-dinitrophenyl) and O-(3-amino-5-nitrophenyl) ketoximes, products of transformations of 1,3,5-trinitrobenzene. The synthesis of nitrobenzo[b]furans and 4-hydroxynitroindoles”, Russ Chem Bull, 56:5 (2007), 1020  crossref
    6. S. S. Vorob'ev, M. D. Dutov, I. A. Vatsadze, V. V. Kachala, Yu. A. Strelenko, A. A. Sedov, S. A. Shevelev, “Unexpected formation of 4-hydroxy-6-nitroindoles in the intramolecular cyclization of O-(3-amino-5-nitrophenyl)ketoximes”, Mendeleev Commun., 17:2 (2007), 128–129  mathnet  crossref
    7. A. Kh. Shakhnes, S. S. Vorob'ev, S. A. Shevelev, “Selective reduction of one, two, or three nitro groups in 1,3,5-trinitrobenzene with hydrazine hydrate”, Russ Chem Bull, 55:5 (2006), 938  crossref
    8. Mikhail D. Dutov, Irina A. Vatsadze, Sergei S. Vorob'ev, Svyatoslav A. Shevelev, “Synthesis of 4,6‐Dinitrobenzo[b]furans from 1,3,5‐Trinitrobenzene.”, ChemInform, 37:3 (2006)  crossref
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