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Synthesis of polysubstituted (hetero)aromatic compounds enabled by visible-light-promoted radical triple bond insertions has been reviewed. A series of polysubstituted naphthols, furans and isoquinolones were prepared using radical alkyne insertions. 6-Substituted phenanthridine and 1-substituted isoquinoline and pyridine derivatives were synthesized assisted by radical isocyanide insertions. Furthermore, a wide scope of quinoline and quinoxaline derivatives were synthesized assisted by domino radical isocyanide/alkyne insertions and isocyanide/cyano insertions respectively. All reactions could be carried out under visible light photoredox catalysis with good to excellent chemical yields.