Palladium-Catalyzed N3-Directed C-H Halogenation of N9-Arylpurines and Azapurines

被引：2
|
作者：
Hu, Junbin [1 ]
Wang, Chenxing [1 ]
Yu, Mingwu [2 ]
Zhang, Shaojuan [1 ]
Chen, Ning [1 ]
Du, Hongguang [1 ]
机构：
[1] Beijing Univ Chem Technol, Coll Chem, 15 Beisanhuan East Rd, Beijing 100029, Peoples R China
[2] Ludong Univ, Sch Chem & Mat Sci, Yantai 264025, Shandong, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 2022卷 / 08期
基金：
中国国家自然科学基金;
关键词：
C-H activation; Halogenation; Late-stage functionalization; Palladium-catalyzed; Purines; ORTHO-ALKOXYLATION; BOND ACTIVATION; 6-ARYLPURINE NUCLEOSIDES; PURINE NUCLEOSIDES; ARYLATION; FUNCTIONALIZATION; ARENES; ARYL; AMIDATION; ALKYLATION;
D O I：
10.1002/ejoc.202101266
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A palladium-catalyzed direct ortho-halogenation of N-9-arylpurines was developed by using N-halogenated succinimide (NBS/NCS/NIS) as the halogenation reagents. The current procedure offers a late-stage strategy to generate N-9-(ortho-haloaryl)purines in moderate to excellent yields. The protocol was applicable to the substrates with both electron-rich and electron-deficient substituents and only monohalogenated products were formed. Moreover, the purinyl N,(3)-atom was verified as the directing group to facilitate Pd-catalyzed ortho-C-H activation.
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收藏
页数：5
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