Cell Voltage-Dependent Structural Dichotomy: Electrochemical C-H Acyloxylation and N-Acylation of 2 H -Indazoles.

A simple and efficient electrochemical method that utilizes modulation of the cell voltage to cause structural alterations in 2 H -indazole is introduced. This method enables the C-3 acyloxylation of 2 H -indazole and promotes the transfer of the acyl group from C-3 to N-1, allowing the N-acylation of 2 H -indazoles. Additionally, the application of the μ-electro flow reactor was demonstrated, showcasing its effectiveness in achieving gram-scale production of 3x within a short residence time.