期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 82, 期 7, 页码 3552-3560出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b00088
关键词
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资金
- Deutsche Forschungsgemeinschaft DFG [GRK 1626]
Arylated nucleobases were synthesized by visible light photocatalysis using rhodamine 6G as photoredox catalyst and N,N-diisopropylethylamine as sacrificial electron donor. The high redox potential of this catalyst system is achieved by a consecutive photoinduced electron transfer process (conPET) and allows the room temperature conversion of brominated and chlorinated nucleobases or nucleobase precursors as starting materials. In contrast to many transition-metal-based syntheses, a direct C-H arylation of nitrogen-containing halogenated heterocycles is possible without protection of the N-H groups. The method provides a simple, metal-free alternative for the synthesis of biologically interesting arylated heterocycles under mild conditions.
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