Diarylmethanamines　as　a　structural　motif　are　frequently　encountered　in　bioactive　molecules,　drugs,　pharmaceutical　candidates,　and　ligands.　However,　the　existing　synthetic　methods　cannot　meet　the　demand　for　diarylmethanamines.　Here,　we　report　a　double-in-sertive　coupling　reaction　of　isocyanides　with　arylboronic　acids　under　transition-metal-free　conditions　to　deliver　valuable　diarylmethylamines.　This　coupling　reaction　features　a　broad　range　of　substrate　scope　with　good　functional　group　compatibility,　and　it　can　also　be　employed　in　late-stage　modification　of　bioactive　compounds　and　drug　molecules,　as　well　as　in　ligand　synthesis.　Density　functional　theory　(DFT)　calculations　indicate　that　the　reaction　is　through　the　formation　of　boronic　anhydride　followed　by　two　insertion　reactions　with　isocyanide　to　access　the　diarylmethanamine　derivatives,　instead　of　direct　insertion　of　isocyanide　into　arylboronic　acid.