Visible-Light-Promoted Cross-Coupling of O-Aryl Oximes and Nitrostyrenes to Access Cyanoalkylated Alkenes,Organic Letters

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Visible-Light-Promoted Cross-Coupling of O-Aryl Oximes and Nitrostyrenes to Access Cyanoalkylated Alkenes
Organic Letters ( IF 4.9 ) Pub Date : 2022-06-21 , DOI: 10.1021/acs.orglett.2c01750
Jie Gao ₁ , Zhi-Peng Ye ₁ , Yu-Fei Liu ₁ , Xian-Chen He ₁ , Jian-Ping Guan ₁ , Fang Liu ₁ , Kai Chen ₁ , Hao-Yue Xiang _{1,

2} , Xiao-Qing Chen ₁ , Hua Yang ₁

Affiliation

A photoinduced, photocatalyst-free cyanoalkylation of nitrostyenes was explored, affording a series of cyanoalkylated alkenes in moderate to good yields. Mechanistic studies reveal that an electron donor–acceptor complex formed between O-aryl oximes and DIPEA is presumably involved in this process. The excellent functional group compatibility of this newly designed synthetic protocol allows for cyanoalkylation of structurally varied substrates, which offers an eco-friendly pathway for the assembly of cyanoalkylated alkenes.

中文翻译：

可见光促进 O-芳基肟和硝基苯乙烯的交叉偶联获得氰烷基化烯烃

探索了硝基苯乙烯的光诱导、无光催化剂氰基烷基化反应，以中等至良好的收率提供了一系列氰基烷基化烯烃。机理研究表明，O-芳基肟和 DIPEA 之间形成的电子供体-受体复合物可能参与了这一过程。这种新设计的合成方案具有出色的官能团相容性，允许对结构不同的底物进行氰烷基化，这为氰烷基化烯烃的组装提供了一种环保的途径。

更新日期：2022-06-21

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