Purinyl N3-Directed Palladium-Catalyzed C–H Alkoxylation of N9-Arylpurines: A Late-Stage Strategy to Synthesize N9-(ortho-Alkoxyl)arylpurines

作者：Mingwu Yu, Zhiqian Wang, Miao Tian, Chenghu Lu, Shunlai Li, Hongguang Du · 发表于：The Journal of Organic Chemistry · 年份：2016 · DOI：10.1021/acs.joc.6b00148 · 被引用次数：33 · 研究领域：Catalytic C–H Functionalization Methods、Neurological Complications and Syndromes、Radical Photochemical Reactions

A palladium-catalyzed alkoxylation of N(9)-arylpurines with primary or secondary alcohols has been developed successfully, which is a rare C-H activation reaction of polynitrogenated purines and offers a late-stage strategy to synthesize N(9)-(ortho-alkoxyl)arylpurines. Although there are more than four nitrogen atoms present in the purine moiety, the reaction can be effectively conducted by sterically blocking the N(1) site for catalyst coordination and first employing the purinyl N(3) atom as a directing group.