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Mendeleev Communications, 2009, Volume 19, Issue 5, Pages 284–286
DOI: https://doi.org/10.1016/j.mencom.2009.09.019
(Mi mendc3201)
 

This article is cited in 3 scientific papers (total in 3 papers)

Unexpected epoxidation product in oxidation of N-tosyl-7-methoxy-1,3a,4,8b-tetrahydrocyclopenta[b]indole with potassium permanganate

R. R. Gataullina, K. Yu. Suponitskyb

a Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation
b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
Full-text PDF (319 kB) Citations (3)
Abstract: An unexpected product of N-tosyl-7-methoxy-1,3a,4,8b-tetrahydrocyclopenta[b]indole oxidation with potassium permanganate under alkaline conditions was isolated. Along with (2R,3S,3aR,8bS)-N-tosyl-7-methoxy-2,3-dihydroxy-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole, (3SR,3aRS,8bSR)-N-tosyl-7-methoxy-3-hydroxy-1,2-epoxy-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole was formed.
Keywords: epoxidation reaction, potassium permanganate, X-ray crystallography.
Document Type: Article
Language: English


Citation: R. R. Gataullin, K. Yu. Suponitsky, “Unexpected epoxidation product in oxidation of N-tosyl-7-methoxy-1,3a,4,8b-tetrahydrocyclopenta[b]indole with potassium permanganate”, Mendeleev Commun., 19:5 (2009), 284–286
Linking options:
  • https://www.mathnet.ru/eng/mendc3201
  • https://www.mathnet.ru/eng/mendc/v19/i5/p284
  • This publication is cited in the following 3 articles:
    1. R. R. Gataullin, “Advances in the synthesis of cycloalka[b]indoles”, Russ J Org Chem, 49:2 (2013), 151  crossref
    2. Seong-Chea Chua, Xuebing Xu, Zheng Guo, “Emerging sustainable technology for epoxidation directed toward plant oil-based plasticizers”, Process Biochemistry, 47:10 (2012), 1439  crossref
    3. Rail R. Gataullin, Kyrill Yu. Suponitsky, “ChemInform Abstract: Unexpected Epoxidation Product (VII) in Oxidation of N‐Tosyl‐7‐methoxy‐1,3a,4,8b‐tetrahydrocyclopenta[b]indole (III) with Potassium Permanganate.”, ChemInform, 41:7 (2010)  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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