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Visible-Light-Mediated Monoselective Ortho C–H Arylation of 6-Arylpurine Nucleosides with Diazonium Salts

Author:
Liang, Lei, Xie, Ming-Sheng, Wang, Hai-Xia, Niu, Hong-Ying, Qu, Gui-Rong, Guo, Hai-Ming
Source:
Journal of organic chemistry 2017 v.82 no.11 pp. 5966-5973
ISSN:
1520-6904
Subject:
ambient temperature, arylation, diazonium compounds, irradiation, moieties, nucleosides, organic chemistry, purines, redox reactions, salts
Abstract:
A combined palladium- and photoredox-catalyzed monoselective arylation of 6-arylpurine nucleosides has been developed by employing purine as a directing group via the photoredox reaction, and many functional groups are well tolerated in this direct C–H arylation condition. Various of functionalized purines (nucleosides) which are potentially of great importance in medicinal chemistry could be obtained under visible light irradiation at room temperature within 4 h.
Agid:
5695657