DNA-Encoded Libraries: Aryl Fluorosulfonates as Versatile Electrophiles Enabling Facile On‐DNA Suzuki, Sonogashira, and Buchwald Reactions

Hongtao Xu; Fei Ma; Nan Wang; Wei Hou; Huan Xiong; Fengping Lu; Jie Li; Shuyue Wang; Peixiang Ma; Guang Yang; Richard A. Lerner
Adv. Sci., 2019, 6(23), 1901551
https://doi.org/10.1002/advs.201901551

Abstract

Using (hetero)aryl fluorosulfonates as versatile electrophiles, facile on‐DNA cross‐coupling reactions of Suzuki, Sonogashira, and Buchwald are reported here. Notably, all of these reactions show excellent functional group tolerance, mild reaction conditions (relative low temperature and open to air), rich heterocyclic coupling partners, and more importantly, DNA‐compatibility. Thus, these new reactions based on efficient formation of C(sp2)‐C(sp2), C(sp2)‐C(sp), and C(sp2)‐N bonds are highly amenable to synthesis of DNA‐encoded libraries with great molecular diversity.

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