Gao Jie, Ye Zhi-Peng, Liu Yu-Fei, He Xian-Chen, Guan Jian-Ping, Liu Fang, Chen Kai, Xiang Hao-Yue, Chen Xiao-Qing, Yang Hua
College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P.R. China.
School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, Henan P.R. China.
Org Lett. 2022 Jul 1;24(25):4640-4644. doi: 10.1021/acs.orglett.2c01750. Epub 2022 Jun 21.
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 -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.
探索了一种光诱导、无光催化剂的硝基苯乙烯氰基烷基化反应,以中等至良好的产率得到了一系列氰基烷基化烯烃。机理研究表明,该过程可能涉及芳基肟与二异丙基乙胺(DIPEA)之间形成的电子供体-受体配合物。这种新设计的合成方法具有出色的官能团兼容性,能够实现结构多样的底物的氰基烷基化反应,为氰基烷基化烯烃的组装提供了一条环保途径。