| As a green renewable resource,visible light has been widely used in the field of organic synthesis in recent years.Amine compounds are widely present in natural products and drug molecules,and it has been a research hotspot to modify and transform amine compounds.Among them,the ?-functionalization reactions of amine compounds by C(sp3)-H bond activation can introduce new functional groups to the ? position,thereby building more compounds with application value.Although such reactions can be achieved through transition metal-catalyzed strategies,this strategy often requires harsh reaction conditions and expensive metal catalysts.In contrast,the use of photoredox catalysis to achieve such reactions is greener,milder,and more economical.There have been many reports on the photocatalytic ?-functionalization reaction of amine compounds by C(sp3)H bond activation.Among them,there have been more studies on tertiary amines,but only few reports on primary and secondary amines due to adverse side reactions.We use indoline as a reaction substrate to achieve visible-light photoredox catalyzed ?-alkylation of indolines by C(sp3)-H bond activation.This thesis is divided into the following two parts.Part ?:This part discusses visible-light photoredox catalyzed C-H functionalization reactions,especially the ?-functionalization reactions of amine compounds by C(sp3)-H bond activation.Part ?:We investigated visible-light photoredox catalyzed alkylation of indolines by C(sp3)-H bond activation.We found that under the prensence of photoredox catalyst and thiol,indolines and ?,?-unsaturated compounds can complete the reaction at room temperature,and the substrate of the reaction is also very suitable,twenty-four related products are obtained,and most of them have moderate to high separation yields.We propose possible reaction mechanism by light on/off experiment and fluorescence quenching experiment.In addition,the reaction can be successfully scaled up to grams. |
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