Liang Xing-An, Niu Linbin, Wang Shengchun, Liu Jiamei, Lei Aiwen
Institute for Advanced Studies (IAS), College of Chemistry and Molecular Sciences , Wuhan University , Wuhan , Hubei 430072 , People's Republic of China.
Org Lett. 2019 Apr 5;21(7):2441-2444. doi: 10.1021/acs.orglett.9b00744. Epub 2019 Mar 12.
Considering the ubiquitous C(sp)-H and the important value of alkylated heteroarenes, developing a universal method for C(sp)-H arylation with heteroarenes is significant. Herein, we proposed a method where Selectfluor can promote the oxidative C(sp)-H arylation with heteroarenes without external photocatalysis under visible-light irradiation. By EPR study, the N-F activation of Selectfluor by blue LED irradiation can generate the N radical cation, which is the key step for this conversion.
考虑到无处不在的C(sp)-H键以及烷基化杂芳烃的重要价值,开发一种通用的杂芳烃C(sp)-H芳基化方法具有重要意义。在此,我们提出了一种方法,即在可见光照射下,Selectfluor可以在无外部光催化的情况下促进与杂芳烃的氧化C(sp)-H芳基化反应。通过电子顺磁共振(EPR)研究发现,蓝色发光二极管(LED)照射下Selectfluor的N-F活化能产生N自由基阳离子,这是该转化反应的关键步骤。