Palladium-catalysed isocyanide insertion reactions have witnessed great progress in recent years. In particular, imidoylative cyclization of functionalized isocyanides was successfully developed by taking advantage of the adjustable substituents on the isocyano group, opening a new avenue to access a variety of nitrogen-containing heterocycles. In this review article, we summarize the advances of functionalized isocyanide insertion reactions and highlight the breakthroughs of enantioselective palladium catalysed imidoylation reactions by using this strategy. Additionally, copper-catalysed cyclization reactions of functionalized isocyanides are briefly discussed.