Tunable Gold(I)-Catalyzed [4+3] Cycloaddition for Divergent Synthesis of Furan-Fused N,O-Heterocycles

被引:31
|
作者
Zhang, Shouzhi [1 ]
Tang, Aijie [1 ]
Chen, Panpan [1 ]
Zhao, Zhiqiang [1 ]
Miao, Maozhong [1 ]
Ren, Hongjun [1 ,2 ]
机构
[1] Zhejiang Sci Tech Univ, Hangzhou, Peoples R China
[2] Taizhou Univ, Taizhou, Peoples R China
关键词
DIASTEREOSELECTIVE 1,3-DIPOLAR CYCLOADDITION; 1-(1-ALKYNYL)CYCLOPROPYL KETONES; 3-COMPONENT REACTION; CATALYZED REACTIONS; ALLENYL KETONES; GOLD CARBENES; METAL; 2-(1-ALKYNYL)-2-ALKEN-1-ONES; NUCLEOPHILES; GENERATION;
D O I
10.1021/acs.orglett.9b04312
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
By choosing suitable ligand-directed gold catalysts, two types of gold-containing all-carbon 1,4-dipoles could be generated selectively from the gold(I)-catalyzed cycloisomerizations of allenyl ketones bearing a cyclopropyl moiety, which undergo [4 + 3] cycloadditions with nitrones to produce two regiomers of furan-condensed N,O-seven-membered rings in moderate to excellent yields highly selectively.
引用
收藏
页码:848 / 853
页数:6
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