Jinming Shan; Xing Ling; JiaXiang Liu; Xuan Wang; Xiaojie Lu
Bioorg. Med. Chem., 2021, 116234
https://doi.org/10.1016/j.bmc.2021.116234

Abstract

We described a mode of catalytic activation that accomplished the α-alkylation of N-Boc saturated heterocycles with DNA-linked acrylamide via photoredox-mediated hydrogen atom transfer (HAT) catalysis. This C(sp3)-C(sp3) bond formation reaction tolerated five-, six- and seven-membered cyclic substrates, substantially streamline synthetic efforts to functionalize the α-position of heterocycles with native C-H functional handle. This photoredox catalyzed C-H functionalization proceeded in mild DNA-compatible condition, and suited for the construction of DNA-encoded libraries.