Gold(I)-Catalyzed Carboaminations of Allenes by N-Allyltetrahydro--carbolines: An Experimental and Theoretical Study

摘要

N-Allyltetrahydro--carbolines bearing a pendant allene undergo unprecedented gold(I)-catalyzed cyclizations proceeding with an allyl migration from the nitrogen to the allene moiety. The initial product of the gold-catalyzed cyclization evolves either via isomerization or Cope rearrangement, leading to different scaffolds. Density function theory (DFT) calculations established that the allyl migration occurs in an asynchronous suprafacial manner.