Substituted 3(2H)-Furanones by a Tandem Michael Addition/Palladium-Catalyzed Ring-Closing Protocol

被引:14
作者
John, Jubi [1 ]
Hopf, Henning [1 ]
机构
[1] Tech Univ Carolo Wilhelmina Braunschweig, Inst Organ Chem, D-38106 Braunschweig, Germany
关键词
Homogeneous catalysis; Palladium; Domino reactions; Michael addition; Oxygen heterocycles; BULLATENONE; DERIVATIVES; JATROPHONE;
D O I
10.1002/ejoc.201201253
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel palladium-catalyzed route for the synthesis of substituted 3(2H)-furanones from activated alkenes and 4-chloroacetoacetate was developed. The first step of the tandem reaction is the Michael addition of an acetoacetate to the alkene followed by palladium-catalyzed ring closure of the ad-duct to form the furanone. The reaction was extended to a number of substituted alkenes, and the corresponding substituted 3(2H)-furanones were obtained in good to excellent yields.
引用
收藏
页码:841 / 845
页数:5
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