Metal-Free Radical-Mediated C(sp3 )−H Heteroarylation of Alkanes
Xin Shao1, Xinxin Wu1, Shuo Wu1, and Chen Zhu1,2,*（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.