Direct Hiyama Cross-Coupling of (Hetero)arylsilanes with C(sp<sup>2</sup>)–H Bonds Enabled by Cobalt Catalysis
Mingzhu Lu, Xin Ding, Changdong Shao, Zhengsong Hu, Haiqing Luo, Sanjun Zhi, Huayou Hu, Yu‐He Kan, Teck‐Peng Loh
Abstract
We report a chelation-assisted C-H arylation of various indoles with sterically and electronically diverse (hetero)arylsilanes enabled by cost-effective Cp*-free cobalt catalysis. Key to the success of this strategy is the judicious choice of copper(II) fluoride as a bifunctional sliane activator and catalyst reoxidant. This methodology features a broad substrate scope and good functional group compatibility. The synthetic versatility of this protocol has been highlighted by the gram-scale synthesis and late-stage diversification of biologically active molecules.
Topics & Concepts
ChemistryCatalysisCobaltCoupling (piping)Polymer chemistryCombinatorial chemistryStereochemistryCrystallographyOrganic chemistryMechanical engineeringEngineeringCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques