Reactions of polyfluorinated 3-substituted 2,4-cyclohexadienones with alkynes

Reactions of polyfluorinated 3-substituted 2,4-cyclohexadienones with alkynes Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Output data

Year: 2002, Volume: 38, Number: 2, Pages: 176-181 Pages count : 6 DOI: 10.1023/A:1015597112943

Authors

Kovtonyuk V.N. ¹ , Kobrina L.S. ¹

Affiliations

1	(Scopus) Novosibirsk Inst. of Organ. Chem., Siberian Division, Russian Academy of Sciences, Novosibirsk, 630090, Russian Federation

Reactions of 2,3,4,5,6-pentafluoro-6-chloro-2,4-cyclohexadienone with anthranylic acid, 2,6-dichloro- and 2,6-dimethylaniline, diethylamine, sodium azide, and also the reaction of 6-phenyl-3-pentafluorophenoxy-2,4,5,6-tetrafluoro-2,4-cyclohexadienone with methanol afford 3-substituted 2,4,5,6-tetrafluoro-2,4-cyclohexadienones. The 3-methoxy-2,4,5,6-tetrafluoro-6-chloro-2,4-cyclohexadienone and 3-methoxy-6-phenyl-2,4,5,6-tetrafluoro-2,4-cyclohexadienone form cycloadducts with 1-hexyne and propargyl alcohol that under treatment with propyl alcohol in the presence of potassium carbonate undergo ring cleavage to furnish propyl arylfluorochloroacetates and diarylacetates. The reaction between 3-azido-2,4,5,6-tetrafluoro-6-chloro-2,4-cyclohexadienone and phenylacetylene gives rise to 4-oxo-2-phenyl-3,5,6,7-tetrafluoro-5-chlorobicyclo[4.1.0] hept-2-ene-7-carbonitrile.

Kovtonyuk V.N. , Kobrina L.S.
Reactions of polyfluorinated 3-substituted 2,4-cyclohexadienones with alkynes
Russian Journal of Organic Chemistry. 2002. V.38. N2. P.176-181. DOI: 10.1023/A:1015597112943 WOS Scopus РИНЦ

Web of science	WOS:000176475400007
Scopus	2-s2.0-0036276171
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