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Self- or Acridinium-Catalyzed Electrophotosynthesis of Thiocyanato Heterocycles from Activated Alkenes
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2024-04-04 , DOI: 10.1002/adsc.202400153
Kaixing Gong 1 , Yingchun Ma 1 , Ping Yu 1 , Shulin Gao 1 , Yanni Li 1 , Deqiang Liang 1 , Shaoguang Sun 1 , Baoling Wang 2
Affiliation  

While the emergence of electrophotochemistry provides opportunities, such a chemistry at this stage suffers from limited reaction types and high photocatalyst loadings. A self‐catalyzed electrophotosynthesis as well as one with a low photocatalyst loading is presented. These external‐oxidant‐free cyclizations are enabling and applicable to a range of activated alkenes, affording a diverse array of thiocyanato heterocycles including 4‐pyrrolin‐2‐ones, isoquinoline‐1,3‐diones, indolo[2,1‐a]isoquinolin‐6(5H)‐ones, benzoimidazo[2,1‐a]isoquinolin‐6(5H)‐ones and indolin‐2‐ones, and the protocols are amenable to the late‐stage diversification of complex molecular architectures as well as gram‐scale syntheses. Sunlight could serve as the light source, and the reaction could be conducted in an all‐solar‐driven mode using a commercially available photovoltaic panel to produce electricity.

中文翻译:

自催化或吖啶鎓催化活性烯烃电光合作用硫氰酸根杂环

虽然电光化学的出现提供了机会,但现阶段的这种化学反应受到反应类型有限和光催化剂负载量高的影响。提出了一种自催化电光合作用以及低光催化剂负载的电光合作用。这些无外部氧化剂的环化能够并适用于一系列活化的烯烃,提供多种硫氰酸根杂环,包括4-吡咯啉-2-酮、异喹啉-1,3-二酮、吲哚[2,1-a]异喹啉-6(5H)-酮、苯并咪唑[2,1-a]异喹啉-6(5H)-酮和吲哚啉-2-酮,该方案适合复杂分子结构的后期多样化以及克级合成。太阳光可以作为光源,反应可以在全太阳能驱动的模式下进行,使用市售的光伏电池板来发电。
更新日期:2024-04-04
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