A novel method for the synthesis of benzo­[4,5]­imidazo­[2,1-a]­isoquinolin derivatives via visible-light-induced radical cascade cyclization is described. By using N-methacryloyl-2-phenylbenzoimidazoles and diverse radical precursors, various benzo­[4,5]­imidazo­[2,1-a]­isoquinolin derivatives containing CH2CN/CF2COOEt/CF3 can be formed in good to excellent yields under mild reaction conditions. This method exhibits good functional group tolerance and a wide range of substrate scope.

A visible-light-initiated radical cascade reaction toward the synthesis of structurally diverse fused Indolo-pyridones is described. The reaction involves the addition of aroyl or sulfonyl radicals to N-alkyl-acryloyl-1H-indole-3-carboxamides, cyclization, and oxidative aromatization. This telescoped method circumvents lengthy prefunctionalization steps of radical precursors, which is further underpinned by the superior compatibility with a series of C-centered radicals, allowing the rapid and facile construction of numerous valuable architectures.

A photoredox‐catalyzed umpolung strategy for the synthesis of homoallylamines from unactivated imines and allyl bromides is described. This strategy exploited N,N‐diisopropylethylamine (DIPEA) as an auxiliary agent to indirectly realize the cross‐coupling of imines and allyl bromides. Various sterically hindered homoallylamines were synthesized by combining photocatalysis with halogen atom transfer (XAT). Notable characteristics of this approach include water‐insensitive reaction conditions, high yield (up to 99%), wide substrate scope (suitable for N‐aryl/alkyl and C‐aryl ketimines and aldimines, 39 examples), and high tolerance of functional groups (such as cyano, ester, amide, and thioamide).