<p>The domino reaction of 2-(1-methyl-3-formylindol-4-yl)cyclopropane-1,1-dicarboxylate with benzylamines upon catalysis by gallium triflate gave two types of tetracyclic systems containing bridged azabicycles <i>peri</i>-annulated to the indole core. The reaction proceeded via the formation of intermediate imines, which underwent stepwise (3+2)-cross-cycloaddition reactions under conditions of the process, wherein the first step is the attack by the iminium nitrogen atom at either methylene or methine carbon atom of the small cycle.</p>

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Synthesis of bridged azaheterocycles peri-annulated to the indole core

  • S. M. Antropov,
  • S. A. Tokmacheva,
  • I. I. Levina,
  • I. V. Trushkov

摘要

The domino reaction of 2-(1-methyl-3-formylindol-4-yl)cyclopropane-1,1-dicarboxylate with benzylamines upon catalysis by gallium triflate gave two types of tetracyclic systems containing bridged azabicycles peri-annulated to the indole core. The reaction proceeded via the formation of intermediate imines, which underwent stepwise (3+2)-cross-cycloaddition reactions under conditions of the process, wherein the first step is the attack by the iminium nitrogen atom at either methylene or methine carbon atom of the small cycle.