Gu Xin-Tao, Li Long-Hai, Wei Yin, Shi Min
State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Lu, Shanghai, 200032, China.
Chem Commun (Camb). 2022 Sep 1;58(71):9954-9957. doi: 10.1039/d2cc03694k.
The site selective C(sp)-H bond functionalization of olefins has been achieved through a visible-light-induced photoredox-quinuclidine dual catalysis upon merging the quinuclidinium radical cation addition to alkene strategy and the distal heteroaryl -migration strategy. This synthetic protocol features a simple operation with readily available starting materials in good step-economy to access alkenylheteroaromatic products in moderate to good yields under mild conditions. A plausible cascade catalytic reaction mechanism is also proposed.
通过将奎宁环鎓自由基阳离子加成到烯烃策略与远端杂芳基迁移策略相结合，利用可见光诱导的光氧化还原-奎宁环双重催化实现了烯烃的位点选择性C(sp)-H键官能团化。该合成方案操作简单，起始原料易得，具有良好的步骤经济性，能在温和条件下以中等至良好的产率获得烯基杂芳族产物。还提出了一种合理的级联催化反应机理。
