Gold-Catalyzed Post-Ugi Cascade Transformation for the Synthesis of 2-Pyridones

被引:15
作者
Du, Xiaochen [1 ]
Yu, Jiafeng [1 ]
Gong, Jing [1 ]
Zaman, Manzoor [1 ]
Pereshivko, Olga P. [1 ]
Peshkov, Vsevolod A. [1 ,2 ,3 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Dushu Lake Campus, Suzhou 215123, Peoples R China
[2] Nazarbayev Univ, Sch Sci & Technol, Dept Chem, 53 Kabanbay Batyr Ave,Block 7, Astana 010000, Kazakhstan
[3] Nazarbayev Univ, EREC, Astana, Kazakhstan
基金
中国国家自然科学基金;
关键词
Cascade transformations; Gold catalysis; Multicomponent reactions; 2-Pyridones; Ugi reaction; INTRAMOLECULAR HYDROARYLATION; ONE-POT; REGIOSELECTIVE SYNTHESIS; CONSTRUCTION; ALKYNES; CYCLOISOMERIZATIONS; PYRROLOPYRIDINONES; HETEROCYCLES; SELECTIVITY; ARENES;
D O I
10.1002/ejoc.201900027
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A gold-catalyzed post-Ugi cascade transformation for the synthesis of 2-pyridones is described. The process involves furan-alkyne cyclization followed by furan ring-opening and cleavage of the isocyanide-originated fragment. The initially formed cis double bond can isomerize into a more stable trans double bond upon prolonged exposure to a strong Bronsted acid. Thus, the overall strategy provides a viable access towards two types of 2-pyridones.
引用
收藏
页码:2502 / 2507
页数:6
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