Liu Yuliang, Li Haoyu, Chiba Shunsuke
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
Org Lett. 2021 Jan 15;23(2):427-432. doi: 10.1021/acs.orglett.0c03935. Epub 2021 Jan 6.
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.
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。