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Mendeleev Communications, 2015, Volume 25, Issue 2, Pages 129–130
DOI: https://doi.org/10.1016/j.mencom.2015.03.017 (Mi mendc2323) 		 
This article is cited in 6 scientific papers (total in 6 papers)

Communications

Reaction of (het)aryl cyclohexyl ketoximes with acetylene in the two-phase KOH/DMSO/n-hexane system: en route to spirocyclic 3H-pyrroles

D. A. Shabalin, M. Yu. Dvorko, E. Yu. Schmidt, N. I. Protsuk, I. A. Ushakov, A. I. Mikhaleva, B. A. Trofimov

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation
Full-text PDF (252 kB) Citations (6)
DOI: https://doi.org/10.1016/j.mencom.2015.03.017
Abstract: Cyclohexyl phenyl and cyclohexyl (2-thienyl) ketoximes react with acetylene under pressure in the two-phase KOH/DMSO/n-hexane system at 70°C to afford the corresponding spirocyclic 3H-pyrroles, 1-(het)aryl-2-azaspiro[4.5]deca-1,3-dienes, in 18–19% yields.
Document Type: Article
Language: English


Citation: D. A. Shabalin, M. Yu. Dvorko, E. Yu. Schmidt, N. I. Protsuk, I. A. Ushakov, A. I. Mikhaleva, B. A. Trofimov, “Reaction of (het)aryl cyclohexyl ketoximes with acetylene in the two-phase KOH/DMSO/n-hexane system: en route to spirocyclic 3H-pyrroles”, Mendeleev Commun., 25:2 (2015), 129–130
Linking options:
  • https://www.mathnet.ru/eng/mendc2323
  • https://www.mathnet.ru/eng/mendc/v25/i2/p129
    • This publication is cited in the following 6 articles:
    1. E. Yu. Schmidt, I. A. Bidusenko, N. A. Cherimichkina, B. A. Trofimov, “Acetylene as driving and organizing molecule in the assembling reactions with chalcones in the NaOBut/DMSO superbase system”, Mendeleev Commun., 28:1 (2018), 47–48  mathnet  crossref
    2. B. Trofimov, B. Trofimov, N. Gusarova, N. Gusarova, Topical issues of translational medicine, 2017, 10  crossref
    3. O. V. Petrova, L. N. Sobenina, I. A. Ushakov, A. B. Budaev, A. V. Ivanov, V. A. Samsonov, A. Ya. Tikhonov, B. A. Trofimov, “Multi-channel annulation of acetylene with 3-methyl-7,8-dihydrocinnolin-5(6H)-one oxime in the KOH/DMSO superbasic system”, Mendeleev Commun., 27:4 (2017), 344–345  mathnet  crossref
    4. T. V. Ghochikyan, V. M. Muzalevskiy, M. A. Samvelyan, A. S. Galstyan, V. G. Nenajdenko, “Efficient synthesis of triazole-containing spiro dilactones”, Mendeleev Commun., 26:1 (2016), 11–13  mathnet  crossref
    5. Dmitrii A. Shabalin, Marina Yu. Dvorko, Elena Yu. Schmidt, Nadezhda I. Protsuk, Igor A. Ushakov, Al'bina I. Mikhaleva, Boris A. Trofimov, “ChemInform Abstract: Reaction of (Het)aryl Cyclohexyl Ketoximes with Acetylene in the Two‐Phase KOH/DMSO/n‐Hexane System: En Route to Spirocyclic 3H‐Pyrroles.”, ChemInform, 46:34 (2015)  crossref
    6. D. A. Shabalin, E. Yu. Schmidt, M. Yu. Dvorko, N. I. Protsuk, I. A. Ushakov, B. A. Trofimov, “Formation of 2-ethynyl-3,4-dihydro-2H-pyrroles in the synthesis of 3H-pyrroles from ketoximes and acetylene in the system KOH—DMSO—hexane”, Russ J Org Chem, 51:9 (2015), 1346  crossref
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