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Mendeleev Communications, 2020, Volume 30, Issue 1, Pages 109–111
DOI: https://doi.org/10.1016/j.mencom.2020.01.036
(Mi mendc1117)
 

This article is cited in 16 scientific papers (total in 16 papers)

Communications

Superbase-promoted multi-molecular acetylene/arylamine self-organization to 1-arylpyrroles

E. Yu. Schmidtab, N. V. Semenovaa, E. V. Ivanovaa, I. A. Bidusenkoa, B. A. Trofimova

a A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation
b Angarsk State Technical University, Angarsk, Russian Federation
Abstract: A new superbase-promoted reaction of acetylene involves self-organization of its three molecules with one molecule of arylamine in KOH/DMSO system to afford 1-aryl-2,5- dimethylpyrroles in up to 63% yields. The key step of this reaction cascade is assumed to be the nucleophilic addition of acetylene to the C=N bond of the intermediate aldimine (aza-Favorsky reaction).
Keywords: acetylene, arylamines, imines, pyrroles, superbases, vinylation, ethynylation..
Bibliographic databases:
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (2.7 Mb)


Citation: E. Yu. Schmidt, N. V. Semenova, E. V. Ivanova, I. A. Bidusenko, B. A. Trofimov, “Superbase-promoted multi-molecular acetylene/arylamine self-organization to 1-arylpyrroles”, Mendeleev Commun., 30:1 (2020), 109–111
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  • https://www.mathnet.ru/eng/mendc/v30/i1/p109
  • This publication is cited in the following 16 articles:
    Citing articles in Google Scholar: Russian citations, English citations
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