Transition-metal free oxidative C-H etherification of acylanilines with alcohols through a radical pathway.

A transition metal free approach for the synthesis of methyl/ethyl aryl ether via oxidative C-H etherification of acylanilines with alcohols has been developed. Various acylanilines are compatible under standard conditions, giving the corresponding products in moderate to good yields. This strategy avoids transition-metal catalyst and excessive alcohol, providing a simple and reliable alternative method for the synthesis of methyl/ethyl aryl ether. Control experiments reveal that a radical mechanism is involved in this transformation.