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

详细信息    查看全文

• 作者：Mingwu Yu ; Zhiqian Wang ; Miao Tian ; Chenghu Lu ; Shunlai Li ; Hongguang Du
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：April 15, 2016
• 年：2016
• 卷：81
• 期：8
• 页码：3435-3442
• 全文大小：525K
• 年卷期：0
• ISSN：1520-6904

文摘

A palladium-catalyzed alkoxylation of N⁹-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 N⁹-(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 N¹ site for catalyst coordination and first employing the purinyl N³ atom as a directing group.