An Efficient Domino Approach for the Synthesis of Multisubstituted Pyrroles via Gold/Silver-Catalyzed Amination/Cycloisomerization of (Z)-2-En-4-yn-1-ols

被引:98
|
作者
Lu, Yuhua [1 ,2 ]
Fu, Xiaoping [1 ]
Chen, Haoyi [1 ]
Du, Xiangwei [1 ]
Jia, Xueshun [2 ]
Liu, Yuanhong [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
[2] Shanghai Univ, Dept Chem, Shanghai 200444, Peoples R China
基金
中国国家自然科学基金;
关键词
amination; cycloisomerization; (Z)-enynols; gold catalysis; pyrroles; INTRAMOLECULAR HYDROAMINATION; SUBSTITUTED PYRROLES; INTERMOLECULAR HYDROAMINATION; DIRECT AMINATION; REGIOSELECTIVE SYNTHESIS; HOMOGENEOUS CATALYSIS; ORGANIC-SYNTHESIS; GOLD CATALYSIS; ALCOHOLS; ALKYNES;
D O I
10.1002/adsc.200800490
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient and one-pot synthesis of multisubstituted pyrroles with high diversity and in a regioselective manner from the reactions of suitably substituted (Z)-enynols with amines or sulfonamides under mild reaction conditions has been developed. This synthesis was realized via a cascade process in the presence of gold/silver (Au/Ag) or boron trifluoride center dot etherate/gold/silver (BF3 center dot Et2O/Au/Ag) catalysts, which could catalyze amination and cycloisomerization reactions in the same vessel.
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页码:129 / 134
页数:6
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