Synthesis of Multiple-Substituted Pyrroles via Gold(I)-Catalyzed Hydroamination/Cyclization Cascade

被引:90
作者
Li, Xiangdong [1 ]
Chen, Ming [1 ]
Xie, Xin [1 ]
Sun, Ning [1 ]
Li, Shi [1 ]
Liu, Yuanhong [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
BUILDING-BLOCKS; DOMINO APPROACH; SIDE-CHAIN; ALKYNES; CYCLIZATION; CATALYST; HYDROARYLATION; 1,3-DIYNES; ALKALOIDS; MECHANISM;
D O I
10.1021/acs.orglett.5b01281
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A gold-catalyzed cascade hydroamination/cyclization reaction of alpha-amino ketones with alkynes to form substituted pyrroles has been developed. The method offers several advantages such as high regioselectivity with the tested cases, wide functional group tolerance, and easily accessible starting materials. The synthetic utility of the obtained pyrrole products was demonstrated by their efficient transformations to 2-vinylated pyrroles via gold-catalyzed intermolecular hydroarylation.
引用
收藏
页码:2984 / 2987
页数:4
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