Copper-Catalyzed Intramolecular Alkoxylation of Purine Nucleosides: One-Step Synthesis of 5′- O ,8-Cyclopurine Nucleosides

作者：Mingwu Yu, Zhiqian Wang, Junbin Hu, Shunlai Li, Hongguang Du · 发表于：The Journal of Organic Chemistry · 年份：2015 · DOI：10.1021/acs.joc.5b01360 · 被引用次数：25 · 研究领域：HIV/AIDS drug development and treatment、Catalytic C–H Functionalization Methods、Cyclopropane Reaction Mechanisms

A novel copper-catalyzed intramolecular dehydrogenative alkoxylation of purine nucleosides has been developed successfully, providing the 5'-O,8-cyclopurine nucleosides in one-step with a yield up to 90%. The method, which utilized an inexpensive CuCl catalyst and a di-tert-butyl peroxide (DTBP) oxidant was suitable in a broad substrate scope and proceeded well even in gram scale.