Regioselective -alkylation of 2-pyridones by TfOH-catalyzed carbenoid insertion

Selective alkylation of 2-pyridone could solve a challenge in chemistry and streamline the synthesis of important molecules. Here we report the regioselective O -alkylation of 2-pyridones by TfOH-catalyzed carbenoid insertion. In the catalytic system, alkylation of 2-pyridone was achieved with unprecedented regioselectiviy (>99 : 1). This protocol is characterized by mild reaction conditions, metal-free, and simplicity. Moreover, this method provides the desired products in good yield and demonstrates a broad substrate scope in this transformation. We have developed a novel TfOH-catalyzed regioselective O -alkylation of 2-pyridones with diazo compounds in high regioselectivity. This protocol is characterized by mild reaction conditions, metal-free, and simplicity.