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Oxidation of aromatic compounds : XIV. Oxidation of arylethynyl ketones in the system CF3CO2H-CH2Cl2-PbO 2. / Aristov, S. A.; Vasil'ev, A. V.; Rudenko, A. P.

In: Russian Journal of Organic Chemistry, Vol. 42, No. 1, 01.01.2006, p. 66-72.

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Aristov, S. A. ; Vasil'ev, A. V. ; Rudenko, A. P. / Oxidation of aromatic compounds : XIV. Oxidation of arylethynyl ketones in the system CF3CO2H-CH2Cl2-PbO 2. In: Russian Journal of Organic Chemistry. 2006 ; Vol. 42, No. 1. pp. 66-72.

BibTeX

@article{60667f599bf24335a334ec852c666a43,
title = "Oxidation of aromatic compounds: XIV. Oxidation of arylethynyl ketones in the system CF3CO2H-CH2Cl2-PbO 2",
abstract = "Oxidation of arylethynyl ketones ArC=CCOCX3 (X = H, F) in the system CF3CO2H-CH2Cl2-PbO 2 was studied on a preparative scale. The oxidation of 4-arylbut-3-yn-2-ones (X = H) involves transfer in total of four electrons, leading to (E)-3,4-bis(arylcarbonyl)hex-3-ene-2,5-diones. 4-Aryl-1,1,1- trifluorobut-3-yn-2-ones (X = F) are oxidized with transfer of only two electrons to produce 2-aryl-4-arylcarbonyl-5-trifluoromethyl-3- trifluoroacetylfurans. Possible mechanisms of radical-cation transformations of arylethynyl ketones into the final products are discussed.",
author = "Aristov, {S. A.} and Vasil'ev, {A. V.} and Rudenko, {A. P.}",
year = "2006",
month = jan,
day = "1",
doi = "10.1134/S1070428006010118",
language = "English",
volume = "42",
pages = "66--72",
journal = "Russian Journal of Organic Chemistry",
issn = "1070-4280",
publisher = "МАИК {"}Наука/Интерпериодика{"}",
number = "1",

}

RIS

TY - JOUR

T1 - Oxidation of aromatic compounds

T2 - XIV. Oxidation of arylethynyl ketones in the system CF3CO2H-CH2Cl2-PbO 2

AU - Aristov, S. A.

AU - Vasil'ev, A. V.

AU - Rudenko, A. P.

PY - 2006/1/1

Y1 - 2006/1/1

N2 - Oxidation of arylethynyl ketones ArC=CCOCX3 (X = H, F) in the system CF3CO2H-CH2Cl2-PbO 2 was studied on a preparative scale. The oxidation of 4-arylbut-3-yn-2-ones (X = H) involves transfer in total of four electrons, leading to (E)-3,4-bis(arylcarbonyl)hex-3-ene-2,5-diones. 4-Aryl-1,1,1- trifluorobut-3-yn-2-ones (X = F) are oxidized with transfer of only two electrons to produce 2-aryl-4-arylcarbonyl-5-trifluoromethyl-3- trifluoroacetylfurans. Possible mechanisms of radical-cation transformations of arylethynyl ketones into the final products are discussed.

AB - Oxidation of arylethynyl ketones ArC=CCOCX3 (X = H, F) in the system CF3CO2H-CH2Cl2-PbO 2 was studied on a preparative scale. The oxidation of 4-arylbut-3-yn-2-ones (X = H) involves transfer in total of four electrons, leading to (E)-3,4-bis(arylcarbonyl)hex-3-ene-2,5-diones. 4-Aryl-1,1,1- trifluorobut-3-yn-2-ones (X = F) are oxidized with transfer of only two electrons to produce 2-aryl-4-arylcarbonyl-5-trifluoromethyl-3- trifluoroacetylfurans. Possible mechanisms of radical-cation transformations of arylethynyl ketones into the final products are discussed.

UR - http://www.scopus.com/inward/record.url?scp=33644969323&partnerID=8YFLogxK

U2 - 10.1134/S1070428006010118

DO - 10.1134/S1070428006010118

M3 - Article

AN - SCOPUS:33644969323

VL - 42

SP - 66

EP - 72

JO - Russian Journal of Organic Chemistry

JF - Russian Journal of Organic Chemistry

SN - 1070-4280

IS - 1

ER -

ID: 44013545