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

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....

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Bibliographic Details
Published in:Organic letters 2022-07, Vol.24 (25), p.4640-4644
Main Authors: 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
Format: Article
Language:English
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c01750