期刊
SYNLETT
卷 33, 期 16, 页码 1596-1606出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0041-1738384
关键词
catalysis; cross-coupling; heterocycles; palladium; regioselectivity
The present article discusses the personalized Account on the synthesis of nitrogen heterocycles through domino C-N coupling/hydroamination reactions and related processes. The starting materials, 2-alkynyl-1-halohetarenes, are obtained regioselectively by Sonogashira reactions of various 1,2-dihalogenated heterocycles. The formation of more complex products is achieved through domino C-N coupling/hydroamination/C-H arylation reactions. These reactions result in the formation of new heterocyclic core structures with interesting pharmacological or fluorescence properties.
The present article presents a personalized Account on the synthesis of nitrogen heterocycles by domino C-N coupling/hydroamination reactions and related processes. The starting materials, 2-alkynyl-1-halohetarenes, are regioselectively available by Sonogashira reactions of various 1,2-dihalogenated heterocycles, such as thiophenes, benzothiophenes, furans and benzofurans, pyridines, quinolines, pyrimidines, and other ring systems. More complex products are formed by domino C-N coupling/hydroamination/C-H arylation reactions of 2-alkynyl-1-halohetarenes with 2-bromoanilines. In these reactions, not only two, but three bonds are formed in one step. In many cases, the products constitute new heterocyclic core structures and show interesting pharmacological or fluorescence properties. 1 Introduction 2 Domino C-N Coupling/Hydroamination Reactions 3 Domino C-N Coupling/Hydroamination/C-H Arylation Reactions 4 Conclusions
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