Arylcyanation of Styrenes by Photoactive Electron Donor–Acceptor Complexes/Copper Catalysis,Organic Letters

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Arylcyanation of Styrenes by Photoactive Electron Donor–Acceptor Complexes/Copper Catalysis
Organic Letters ( IF 4.9 ) Pub Date : 2024-09-11 , DOI: 10.1021/acs.orglett.4c02992
Qilong Wu ₁ , Xufeng Li ₂ , Jie Ma ₁ , Yongjia Shi ₁ , Jian Lv ₁ , Daoshan Yang ₁

Affiliation

A novel electron donor–acceptor (EDA) complex/copper catalysis model has been proposed for the construction of 2,3-diarylpropionitriles under visible light conditions. The developed protocol proceeds via intermolecular charge transfer between the photoactive EDA complex of dibutamine (DBA), aryl thianthrenium salts, and trimethylsilyl cyanide (TMSCN), followed by a copper catalytic cycle. UV–vis absorption measurements confirm the participation of EDA complexes as reactive intermediates. This three-component process proceeds smoothly in the presence of pharmaceutically relevant core structures and sensitive functional groups, which offers the possibility of the precise editing of drug molecules with important scaffolds.

中文翻译：

光活性电子供体-受体配合物/铜催化对苯乙烯进行芳基氰化

提出了一种新型电子供体-受体（EDA）配合物/铜催化模型，用于在可见光条件下构建 2,3-二芳基丙腈。所开发的方案通过二丁胺 (DBA)、芳基噻烯盐和三甲基氰化硅 (TMSCN) 的光活性 EDA 复合物之间的分子间电荷转移进行，然后进行铜催化循环。紫外可见吸收测量证实 EDA 复合物作为反应中间体的参与。这种三组分过程在药学相关核心结构和敏感官能团存在的情况下顺利进行，这为精确编辑具有重要支架的药物分子提供了可能性。

更新日期：2024-09-11

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