Lim Soobin, Cho Hyungdo, Jeong Jongheon, Jang Minjae, Kim Hyunseok, Cho Seung Hwan, Lee Eunsung
Department of Chemistry, Pohang University of Science and Technology, Pohang 37673, Republic of Korea.
Org Lett. 2020 Sep 18;22(18):7387-7392. doi: 10.1021/acs.orglett.0c02752. Epub 2020 Sep 9.
Transition-metal-catalyzed transformations of the carbon-fluorine bond not only tackle an interesting problem of challenging bond activation but also offer new synthetic strategies where the relatively inert C-F bond is converted to versatile functional groups. Herein we report a practical cobalt-catalyzed silylation of aryl fluorides that uses a cheap electrophilic silicon source with magnesium. This method is compatible with various silicon sources and can be operated under aerobic conditions. Mechanistic studies support the in situ formation of a Grignard reagent, which is captured by the electrophilic silicon source.
过渡金属催化的碳-氟键转化不仅解决了具有挑战性的键活化这一有趣问题,还提供了新的合成策略,即将相对惰性的C-F键转化为多功能官能团。在此,我们报道了一种实用的钴催化芳基氟化物的硅基化反应,该反应使用廉价的亲电硅源与镁。该方法与各种硅源兼容,并且可以在有氧条件下进行。机理研究支持原位形成格氏试剂,其被亲电硅源捕获。