Regioselective Sequential Silylation and Borylation of Aromatic Aldimines as a Strategy for Programming Synthesis of Multifunctionalized Benzene Derivatives

Regioselective difunctionalization of two different C-H bonds in one pot using a three-component coupling reaction is described. The reaction order is important for controlling the reactivity and regioselectivity, and the first silylation promotes the second borylation. The introduced formyl, silyl, and boryl functional groups could be independently converted to other functional groups, and the substitution pattern for the resulting benzenes is difficult to access by conventional methods.