Litcius/Paper detail

Decyanative Heteroarylations of Glycine Derivatives

Chenxing Zhou, Dongsheng Ji, Xuxia Wang, Caixia Yang, Pengxin Zhou, Congde Huo

2024Organic Letters17 citationsDOI

Abstract

Amino acids and aromatic nitrogen heterocycles are widely used in pharmaceuticals. Herein, we present an effective visible-light-driven thiobenzoic acid (TBA)-catalyzed decyanative C(sp3)-H heteroarylation of glycine derivatives. This process occurs under mild and straightforward conditions, affording a range of valuable yet challenging-to-obtain α-heteroaryl amino acid derivatives. Moreover, this organocatalytic C(sp3)-C(sp2) bond formation reaction is applicable to the late-stage modification of various short peptides.

Topics & Concepts

ChemistryGlycineAmino acidCombinatorial chemistryCatalysisOrganic chemistryBiochemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods