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Tandem Gold/Silver‐Catalyzed Cycloaddition/Hydroarylation of 7‐Aryl‐1,6‐enynes to Form 6,6‐Diarylbicyclo[3.2.0]heptanes
Authors:Bradley D. Robertson  Rachel E. M. Brooner  Prof. Ross A. Widenhoefer
Affiliation:French Family Science Center, Duke University, Durham, NC 27708–0346 (USA)
Abstract: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 silver‐catalyzed hydroarylation of a bicyclo[3.2.0]hept‐1(7)‐ene intermediate.
Keywords:aromatic substitution  cycloaddition  enynes  gold  silver
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