Advances in Flavin-Inspired Photocatalytic Oxidations Involving Single Electron Transfer Process
Natural flavin coenzymes,featuring simple structure,non-toxicity,and the ability of absorbing and utilizing visible light,frequently act as electron carriers in biological redox reactions.Inspired by the biological function of flavins,great progress has been made in the two-electron oxidation reactions catalyzed by flavins with molecular oxygen or hydrogen peroxide as the terminal oxidant over the past two decades.Due to the versatile and tunable photochemical properties of artificial flavins,in recent years,more and more interests have been drawn to the photoinduced single electron transfer reactions with biomimetic flavins,promoting the rapid developments in the corresponding organic synthetic methodologies.Herein,the advances until July 2023 in bioinspired flavins-catalyzed one-electron oxidation of organic substrates bearing aromatic rings,nitrogen-,oxygen-,and sulfur-based groups under visible-light irradiation,delivering the corresponding radical cations which subsequently take part in the following reactions and enabling various of chemical transformations,are summarized.In addition,selected substrate scopes and possible reaction mechanisms involving single electron transfer process are discussed.Meanwhile,future challenges and opportunities of flavin photocatalysis are also prospected.
flavinone-electron oxidationsingle electron transferradical cationorganic photocatalysis
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