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., 2020, Volume 30, Issue 5,Pages <nobr>676

This article is cited in 4 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. Filyakova^a, N. S. Boltacheva^a, P. A. Slepukhin^ab, M. G. Pervova^a, V. N. Charushin^ab

^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.

Language: English

DOI: 10.1016/j.mencom.2020.09.042

	*Supplementary materials:*
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