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.

引用

页数：5

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