Palladium-Catalyzed Reaction of Arylamine and Diarylacetylene: Solvent-Controlled Construction of 2,3-Diarylindoles and Pentaarylpyrroles

被引:45
作者
Chen, Xiaopeng [1 ]
Li, Xihui [1 ]
Wang, Ningning [1 ]
Jin, Jisong [1 ]
Lu, Ping [1 ]
Wang, Yanguang [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
关键词
Indoles; Pyrroles; Alkynes; Aminopalladation; Palladium catalysis; Cyclization; Solvent effects; PROTON-ABSTRACTION MECHANISM; SIMPLE INDOLE ALKALOIDS; N-ARYL ENAMINES; INTERNAL ALKYNES; 2,3-DISUBSTITUTED INDOLES; 3-SUBSTITUTED INDOLES; OXIDATIVE CYCLIZATION; ANILINES; INDOLIZATION; ANNULATION;
D O I
10.1002/ejoc.201200531
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
By choosing DMF and dioxane as solvent, skeletons of indoles and pyrroles were constructed from alkynes and amines in the presence of PdCl2, respectively. These Pd-catalyzed reactions were phosphane-free with high atom efficiency and could be conducted under mild basic conditions. The proposed mechanism for the selective formation of indoles and pyrroles in different solvents is also discussed in this paper.
引用
收藏
页码:4380 / 4386
页数:7
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