Zhang Qiang, Li Xiaojuan, Zhang Weigang, Ni Shengyang, Wang Yi, Pan Yi
State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, Collaborative Innovation Center of Advanced Microstructures, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, China.
Angew Chem Int Ed Engl. 2020 Dec 1;59(49):21875-21879. doi: 10.1002/anie.202008138. Epub 2020 Sep 25.
Redox-active esters (RAEs) as active radical precursors have been extensively studied for C-B bond formations. However, the analogous transformations of stabilized radicals from the corresponding acid precursors remain challenging owing to the strong preference towards single-electron oxidation to the stable carbocations. This work describes a general strategy for rapid access to various aliphatic and aromatic boronic esters by mild photoinduced decarboxylative borylation. Both aryl and alkyl radicals could be generated from the leaving group-assisted N-hydroxybenzimidoyl chloride esters, even α-CF substituted substrates could be activated for further elaboration.
氧化还原活性酯（RAEs）作为活性自由基前体已被广泛研究用于碳-硼键的形成。然而，由于倾向于单电子氧化为稳定的碳正离子，从相应的酸前体生成稳定自由基的类似转化仍然具有挑战性。这项工作描述了一种通过温和的光诱导脱羧硼化快速获得各种脂肪族和芳香族硼酸酯的通用策略。离去基团辅助的N-羟基苯甲酰氯酯可以产生芳基和烷基自由基，甚至α-CF取代的底物也可以被活化以进行进一步的衍生化。
