Yu Mingwu, Wang Zhiqian, Tian Miao, Lu Chenghu, Li Shunlai, Du Hongguang
Faculty of Science, Beijing University of Chemical Technology , Beijing 100029, P. R. China.
J Org Chem. 2016 Apr 15;81(8):3435-42. doi: 10.1021/acs.joc.6b00148. Epub 2016 Apr 4.
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.
已成功开发出一种钯催化的 N(9)-芳基嘌呤与伯醇或仲醇的烷氧基化反应，这是一种罕见的多氮嘌呤的 C-H 活化反应，为合成 N(9)-(邻烷氧基)芳基嘌呤提供了一种后期策略。尽管嘌呤部分存在四个以上的氮原子，但通过空间位阻封闭 N(1) 位点以进行催化剂配位，并首先采用嘌呤基 N(3) 原子作为导向基团，该反应可以有效地进行。
