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Silver‐Catalyzed Direct C6–H Arylation of Purines and Purine Nucleosides with Arylboronic Acids

作者:Miao Tian, Mingwu Yu, Tingting Shi, Junbin Hu, Shunlai Li, Jiaxi Xu, Ning Chen, Hongguang Du · 发表于:European Journal of Organic Chemistry · 年份:2017 · DOI:10.1002/ejoc.201700406 · 被引用次数:21 · 研究领域:Catalytic C–H Functionalization Methods、Sulfur-Based Synthesis Techniques、Catalytic Cross-Coupling Reactions

A practical and operationally simple protocol for the assembly of 6‐aryl‐substituted purines through the direct C6–H arylation of purines and 8‐azapurine and purine nucleosides from arylboronic acids was developed. This reaction was performed under ambient conditions with ammonium persulfate as the oxidant in the presence of silver(I). The reaction was found to be regioselective with the arylation occurring predominantly at the C6 position, and a large variety of functional groups, including halides, esters, hydroxy groups, and heterocycles, were tolerated.