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Photoinduced Copper-Catalyzed Enantioconvergent Remote Alkynylation via 1,4-Heteroaryl Migration

Jianlin Chun, Yukun Li, Xiaofei Xie, Kang Guo, Daoyuan Zhao, Kang Chen, Yingguang Zhu

2023Organic Letters14 citationsDOI

Abstract

-hydroxyphthalimide esters with terminal alkynes via 1,4-heteroaryl migration has been developed. A broad scope of heteroaryl-tethered chiral alkynes has been synthesized with good regio- and enantioselectivities. The chiral-ligand-coordinated copper species plays a dual role as both the photoredox and cross-coupling catalyst. This methodology provides a new platform for enantioconvergent remote alkynylations.

Topics & Concepts

AlkynylationChemistryCatalysisCopperLigand (biochemistry)Combinatorial chemistryOrganic chemistryReceptorBiochemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques
Photoinduced Copper-Catalyzed Enantioconvergent Remote Alkynylation via 1,4-Heteroaryl Migration | Litcius