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Mendeleev Communications, 2020, Volume 30, Issue 5, Pages 676–678
DOI: https://doi.org/10.1016/j.mencom.2020.09.042
(Mi mendc1291)
 

This article is cited in 5 scientific papers (total in 5 papers)

Communications

Unexpected transformation of 3-amino-4,4,4-trifluoro-1-phenylbut-2-en-1-one into 2,6-diphenyl-4-trifluoromethylpyridine

V. I. Filyakovaa, N. S. Boltachevaa, P. A. Slepukhinab, M. G. Pervovaa, V. N. Charushinab

a I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Ekaterinburg, Russian Federation
b Institute of Chemical Engineering, Ural Federal University, Ekaterinburg, Russian Federation
Abstract: On heating in glacial acetic acid (or ethanol in the presence of manganese(ii) acetate), 3-amino-4,4,4-trifluoro-1-phenylbut-2-en-1-one undergoes unusual transformation into 2,6-diphenyl-4-trifluoromethylpyridine. The regioisomeric β-aminovinyl ketone, viz. 1-amino-4,4,4-trifluoro-1-phenylbut-1-en-3-one, remains unchanged under similar reaction conditions.
Keywords: organofluorine compounds, β-aminovinyl ketones, regioisomerism, heterocyclization, pyridines.
Bibliographic databases:
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (1.0 Mb)


Citation: V. I. Filyakova, N. S. Boltacheva, P. A. Slepukhin, M. G. Pervova, V. N. Charushin, “Unexpected transformation of 3-amino-4,4,4-trifluoro-1-phenylbut-2-en-1-one into 2,6-diphenyl-4-trifluoromethylpyridine”, Mendeleev Commun., 30:5 (2020), 676–678
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  • https://www.mathnet.ru/eng/mendc/v30/i5/p676
  • This publication is cited in the following 5 articles:
    Citing articles in Google Scholar: Russian citations, English citations
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