Stereogenic-at-Cobalt(III) Complex Catalyzed Halocyclization of Alkynes: Enantioselective Access to Axially Chiral<i>ortho</i>-Halo-C2-indoles
Chuan‐Zhi Yao, Zu‐Kui Xie, Jie-Yue Wang, Jiayu Zhang, Ziyuan Zhao, Qiankun Li, Jie Yu
Abstract
Here, we report an anionic stereogenic-at-cobalt(III) complex catalysis strategy for the enantioselective halocyclization of ortho -alkynylanilines using N -halosuccinimide (NXS) as the halogen source. This protocol provides a distinct atroposelective approach to access the axially chiral ortho -halo-C2-indole skeletons in excellent yields with good to high enantioselectivities (up to 99% yield, 99:1 er).
Topics & Concepts
StereocenterEnantioselective synthesisCobaltCatalysisIndole testYield (engineering)ChemistryCombinatorial chemistryMedicinal chemistryHaloStereochemistryOrganic chemistryMaterials sciencePhysicsQuantum mechanicsMetallurgyGalaxyAxial and Atropisomeric Chirality SynthesisAlkaloids: synthesis and pharmacologyVanadium and Halogenation Chemistry