Iridium(I)-Catalyzed Atroposelective Alkenylation of Heterobiaryls with Terminal Alkynes

Maoqian Xiong; Feifei Chen; Yuhang Shu; Xiang Wu; Jie Tang; Fan Yang; Dong Xing

doi:10.1021/acs.orglett.3c01453

Iridium(I)-Catalyzed Atroposelective Alkenylation of Heterobiaryls with Terminal Alkynes

Org Lett. 2023 Aug 11;25(31):5703-5708. doi: 10.1021/acs.orglett.3c01453. Epub 2023 Jul 31.

Authors

Maoqian Xiong¹, Feifei Chen¹, Yuhang Shu¹, Xiang Wu¹, Jie Tang¹, Fan Yang¹, Dong Xing¹

Affiliation

¹ Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China.

PMID: 37523590
DOI: 10.1021/acs.orglett.3c01453

Abstract

Herein we report an iridium(I)-catalyzed atroposelective alkenylation of isoquinoline-derived heterobiaryls with terminal alkynes. In the presence of a cationic iridium(I) catalyst with (R)-SEGPHOS as the chiral ligand, this atom-economical alkenylation protocol allows the rapid construction of a series of axially chiral alkenylated heterobiaryls in moderate to good yields with good to high enantioselectivities.