Research output: Contribution to journal › Article › peer-review
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.Research output: Contribution to journal › Article › peer-review
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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