Oxidation of anisoles to p-benzoquinone monoketals catalyzed by a ruthenium complex of 1,4,7-trimethyl-1,4,7-triazacyclononane with tert- butyl hydroperoxide1

نویسندگان

  • Wai-Hung Cheung
  • Wing-Ping Yip
  • Wing-Yiu Yu
  • Chi-Ming Che
چکیده

A protocol based on [Ru(Me3tacn)(CF3CO2)2(H2O)]CF3CO2 (1, Me3tacn = 1,4,7-trimethyl-1,4,7triazacyclononane) as catalyst and tert-butyl hydroperoxide (TBHP) as oxidant was developed for oxidation of anisoles to p-benzoquinone monoketals. This reaction can be formally considered as regioselective aromatic C-H oxidation. With 2-methoxyanisole as substrate, 3,4-dimethoxy-4-tert-butoxy-2,5-cyclohexadienone can be obtained in up to 82% yield based on 84% substrate conversion.

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تاریخ انتشار 2005