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芳基碘化物与烯烃的光诱导交叉偶联反应

Photoinduced Cross-Coupling of Aryl Iodides with Alkenes.

作者信息

Liu Yuliang, Li Haoyu, Chiba Shunsuke

机构信息

Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.

出版信息

Org Lett. 2021 Jan 15;23(2):427-432. doi: 10.1021/acs.orglett.0c03935. Epub 2021 Jan 6.

Abstract

A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes has been developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent addition to alkenes is proposed. The method enables iodide-selective cross-coupling over other halogen leaving groups with functional group compatibility on both arene and alkene motifs.

摘要

已开发出一种用于具有极性π-官能团或延长π-共轭的芳基碘化物与烯烃进行光诱导交叉偶联的方案。提出了自由基级联机理,该机理涉及通过光激发的芳基碘化物的C-I键均裂产生芳基自由基,以及随后它们与烯烃的加成。该方法能够实现碘化物相对于其他卤素离去基团的选择性交叉偶联,并且在芳烃和烯烃结构单元上都具有官能团兼容性。

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