Phosphane-Catalyzed [3+3] Annulation of C,N-Cyclic Azomethine Imines with Ynones: A Practical Method for Tricyclic Dinitrogen-Fused Heterocycles

被引:51
作者
Li, Zhen [1 ]
Yu, Hao [1 ]
Liu, Yang [1 ]
Zhou, Leijie [1 ]
Sun, Zhanhu [1 ]
Guo, Hongchao [1 ]
机构
[1] China Agr Univ, Dept Appl Chem, 2 West Yuanmingyuan Rd, Beijing 100193, Peoples R China
基金
高等学校博士学科点专项科研基金; 中国国家自然科学基金;
关键词
annulation; azomethine imines; heterocycles; phosphanes; ynones; ENANTIOSELECTIVE 1,3-DIPOLAR CYCLOADDITION; ASYMMETRIC-SYNTHESIS; CHIRAL PHOSPHINES; FORMAL SYNTHESES; DOMINO REACTION; FACILE ACCESS; DERIVATIVES; REACTIVITY; ALLENOATES; ALDEHYDES;
D O I
10.1002/adsc.201600223
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A phosphane-catalyzed [3+3] annulation of azomethine imines with ynones has been developed. Under mild reaction conditions, the reaction proceeds smoothly to afford tricyclic dinitrogen-fused heterocyclic compounds in moderate to excellent yields with moderate to excellent stereoselectivies. Using a chiral phosphine as the catalyst, the reaction could work to give the cycloadduct in moderate yield with moderate enantioselectivity.
引用
收藏
页码:1880 / 1885
页数:6
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