Photocatalytic anion oxidation achieves direct aerobic difunctionalization of alkenes leading to beta-thiocyanato alcohols

摘要

A novel visible light-driven oxidative cascade reaction for the synthesis of beta-thiocyanato alcohols via difunctionalization of alkenes is described for the first time. In this protocol inorganic ion thiocyanate was successfully converted into radical through photocatalysis by employing Rose Bengal as a photo catalyst to mediate the single-electron transfer. This hydroxylation process did not need extra reducing agent and the new C-S and C-O bonds could be constructed in one pot. Molecular oxygen not only was used as an excellent terminal oxidant, but also served as a green oxygen source, which is one of the most ideal processes to realize C-H bond oxidation functionalization. Moreover, the reaction also proceeded very well under irradiation of sunlight. (C) 2018 Elsevier Ltd. All rights reserved.