Metal-Free Radical-Mediated C(sp3 )−H Heteroarylation of Alkanes

Xin Shao¹, Xinxin Wu¹, Shuo Wu¹, and Chen Zhu^1,2,*（朱晨）

¹Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu 215123, China

²Key Laboratory of Synthesis Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, Shanghai 200032, China

Org. Lett. 2020, 22, 7450--7454

Herein we disclose a metal-free, N/O-centered radical-promoted Minisci reaction, in which the coupling of various heteroarenes with simple alkanes proceeds under mild conditions. The reaction conditions are neutral; no extra acid is added to preactivate N-heteroarenes in the Minisci reaction. The N-/O-centered radicals are generated directly from amide (TsNHMe) or alcohol (CF₃CH₂OH) under visible-light irradiation. This green and eco-friendly synthetic process may find potential use in medicinal chemistry.

链接：https://pubs.acs.org/doi/10.1021/acs.orglett.0c02475