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Keywords:

  • azides;
  • Claisen rearrangement;
  • gold;
  • homogeneous catalysis;
  • nitrogen heterocycles
Thumbnail image of graphical abstract

An element of surprise: A series of functionalized 2-alkynyl arylazides has beed converted into 3-substituted indoles or 2,2-disubstituted indolin-3-ones in the presence of a gold(I) complex. Various oxygen or aryl nucleophiles can be used in this process to trap the intermediate α-imino gold carbene. The structural motifs of the products are found in a large variety of biologically active compounds and natural products.