Herein, we report a direct method for palladium-catalyzed coordination-induced oxidative remote C–H aryl etherification of 8-amidoquinolines with p-benzoquinone monoacetal. The method provides access to C5-aryl etherified quinolines and shows site-selectivity different from that of typical palladium-catalyzed C(sp2)–H activation reactions. The p-benzoquinone monoacetals act both as oxidants and as aryl etherification reagents. By using proper substrates, C5-aminated quinolines and C4-etherifed 1-naphthylamine could also be formed.
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Xun et al. (2024) studied this question.
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