Enantioselective Synthesis of Axially Chiral 1-Arylisoquinolines by Iridium(I)-Catalyzed Hydroarylation of Alkynes
Qing Gu, Shu‐Li You, Qiansujia Zhou, Si‐Yong Yin, Dong‐Song Zheng, Wenwen Zhang, Suzhen Zhang
Abstract
Abstract Ir(I)-catalyzed atroposelective hydroarylation of alkynes with 1-arylisoquinolines through C–H functionalization was realized. In the presence of 5 mol% of [Ir(cod)Cl]2 and 10 mol% of QUINOX-P, a wide range of axially chiral alkenylated biaryls were obtained in up to 98% yield and 97% ee. Notably, only one equivalent of the alkyne was required to guarantee a high efficiency of this C–H functionalization process. This reaction exhibits excellent functional-group tolerance under mild conditions.
Topics & Concepts
ChemistryIridiumEnantioselective synthesisYield (engineering)CatalysisSurface modificationAlkyneCombinatorial chemistryOrganic chemistryMedicinal chemistryPhysical chemistryMetallurgyMaterials scienceAxial and Atropisomeric Chirality SynthesisCatalytic C–H Functionalization MethodsAlkaloids: synthesis and pharmacology