Tandem Gold/Silver-Catalyzed Cycloaddition/Hydroarylation of 7-Aryl-1,6-enynes to Form 6,6-Diarylbicyclo[3.2.0]heptanes

被引:16
作者
Robertson, Bradley D. [1 ]
Brooner, Rachel E. M. [1 ]
Widenhoefer, Ross A. [1 ]
机构
[1] Duke Univ, French Family Sci Ctr, Durham, NC 27708 USA
关键词
aromatic substitution; cycloaddition; enynes; gold; silver; ACID RELAY CATALYSIS; BRONSTED ACID; CYCLOISOMERIZATION; GOLD; PLATINUM; CYCLOBUTENES; ALKENES; HYDROAMINATION; ARYLALKYNES; 1,3-ENYNES;
D O I
10.1002/chem.201500371
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Mixtures of [{PCy2(o-biphenyl)} AuCl] and AgSbF6 catalyze the tandem cycloaddition/hydroarylation of 7-aryl-1,6-enynes with electron-rich arenes to form 6,6-diarylbicyclo[3.2.0] heptanes in good yield under mild conditions. Experimental observations point to a mechanism involving gold-catalyzed cycloaddition followed by silvercatalyzed hydroarylation of a bicyclo[3.2.0] hept-1-(7)-ene intermediate.
引用
收藏
页码:5714 / 5717
页数:4
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