Photo- and Cobalt-Catalyzed Cycloisomerization of Unsaturated Guanidines, (Iso-)Ureas, and Carbonates

We report intramolecular photocatalyzed cycloisomerization of unactivated olefins with pendant nucleophiles. The reaction proceeds under mild conditions and utilizes guanidines, ureas, isoureas, isothioureas, and carbonates to yield several different five-, six-, and seven-membered heterocycles. Use of benzothiazinoquinoxaline as an organophotocatalyst and cobalt–salen catalyst obviates the need for a stoichiometric oxidant or reductant.