Palladium-Catalyzed Three-Component Tandem Cyclization Reaction of 2-(2,3-Allenyl)acylacetates, Organic Halides, and Amines: An Effective Protocol for the Synthesis of 4,5-Dihydro-1H-pyrrole Derivatives

被引：29
作者：
Cheng, Jiajia [1 ]
Jiang, Xuefeng [1 ]
Zhu, Can [1 ]
Ma, Shengming [1 ,2 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[2] E China Normal Univ, Dept Chem, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2011年 / 353卷 / 10期
基金：
中国国家自然科学基金;
关键词：
allenes; cyclization; 4,5-dihydro-1H-pyrroles; three-component reactions; STEREOSELECTIVE-SYNTHESIS; NUCLEOPHILIC FUNCTIONALITY; MULTICOMPONENT REACTIONS; ALLENES; CYCLOADDITION; ALLENAMIDES; CHEMISTRY; EFFICIENT; 2-(2'; 3'-ALLENYL)ACETYLACETATES; HETEROCYCLES;
D O I：
10.1002/adsc.201100002
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A domino three-component reaction of 2(2',3'-allenyl)acylacetates with aryl or alkenyl halides and aryl- or benzylamines afforded 4,5-dihydro-1H-pyrrole derivatives highly chemo-and regioselectively in one pot through imine formation/imine-enamine tautomerization under the catalysis of palladium(0) and toluenesulfonic acid monohydrate. A high diastereoselectivity was observed.
引用
收藏
页码：1676 / 1682
页数：7
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