Visible-light-driven photochemical Cadogan-type cyclization has been discovered.The organic D-A type photosensitizer 4 CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermedi...Visible-light-driven photochemical Cadogan-type cyclization has been discovered.The organic D-A type photosensitizer 4 CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermediate that breaks the barriers of deoxygenation in Cadogan reaction and enables a mild metalfree access to carbazoles and related heterocycles.DFT calculation results indicate mildly endergonic formation of the intermediate complex of nitrobiarenes and PPh3,which corresponds with experimental findings regarding reaction temperature.The robust synthetic capacity of the photoredox Cadogan reaction systems has been demonstrated by the viable productivity of a broad range of carbazoles and related N-heterocycles with good tolerance of various functionalities.展开更多
基金supported by the National Natural Science Foundation of China (No.22071211)the Science and Technology Planning Project of Hunan Province (No.2019RS2039)+1 种基金Hunan Provincial Natural Science Foundation of China (No.2020JJ3032)the Collaborative Innovation Center of New Chemical Technologies for Environmental Benignity and Efficient Resource Utilization。
文摘Visible-light-driven photochemical Cadogan-type cyclization has been discovered.The organic D-A type photosensitizer 4 CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermediate that breaks the barriers of deoxygenation in Cadogan reaction and enables a mild metalfree access to carbazoles and related heterocycles.DFT calculation results indicate mildly endergonic formation of the intermediate complex of nitrobiarenes and PPh3,which corresponds with experimental findings regarding reaction temperature.The robust synthetic capacity of the photoredox Cadogan reaction systems has been demonstrated by the viable productivity of a broad range of carbazoles and related N-heterocycles with good tolerance of various functionalities.
