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

WH Cheung, WP Yip, WY Yu…

Index: Cheung, Wai-Hung; Yip, Wing-Ping; Yu, Wing-Yiu; Che, Chi-Ming Canadian Journal of Chemistry, 2005 , vol. 83, # 6-7 p. 521 - 526

Full Text: HTML

Citation Number: 11

Abstract

A protocol based on [RuIII (Me3tacn)(CF3CO2) 2 (H2O)] CF3CO2 (1, Me3tacn= 1, 4, 7- trimethyl-1, 4, 7-triazacyclononane) 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 CH oxidation. With 2- methoxyanisole as substrate, 3, 4-dimethoxy-4-tert-butoxy-2, 5-cyclohexadienone can be ...