Ayun Luo; Nicolas Duchemin; Xiuming Wang; Hongxia Zhou; Fanming Zeng; Xue Zhao; Weina Yu; Kexin Yang; Yunjin Hu
Chem. Asian J. 2023, e202300458
https://doi.org/10.1002/asia.202300458

Abstract

Thiophene and its substituted derivatives are a highly important class of heterocyclic compounds, with noteworthy applications in pharmaceutical ingredients. In this study, we leverage the unique reactivity of alkynes to generate thiophenes on-DNA, using a cascade iodination, Cadiot-Chodkiewicz coupling and heterocyclization. This approach, tackling on-DNA thiophene synthesis for the first time, generates diverse, and unprecedented structural and chemical features, which could be significant motifs in DEL screening as molecular recognition agents for drug discovery.