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Aryl cycloalkenes, oxidation

Lewis acid, In(0CF3S02)3, catalysed allylic C—H oxidation of aryl cycloalkenes by l-(propyl thio)pyrrolidine-2,5-dione in the presence of CH2CI2 and various nucleophiles (ROH, RCO2H, RSO2NH2) resulted in the formation of allylic ethers, esters, and sulfonamides in 52-83% yields electron-rich substrates were the most reactive. Other aryl cycloalkenes such as 1-naphthyl, l-(3-thiophenyl)-cyclohexene, 1-phenylcycloheptene, and 1-phenylcyclopentene were suitable substrates. Mechanistic studies showed that the sulfenamide played an important role in converting the allyl sulfide intermediate into the products. ... [Pg.154]

See other pages where Aryl cycloalkenes, oxidation is mentioned: [Pg.872]    [Pg.393]    [Pg.212]    [Pg.55]    [Pg.827]    [Pg.827]    [Pg.827]    [Pg.266]   
See also in sourсe #XX -- [ Pg.154 ]



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Arylic oxidation

Aryls oxides

Cycloalken

Cycloalkene oxides

Cycloalkenes

Cycloalkenes, oxidation

Oxidative arylation

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