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Keywords:

  • alkenes;
  • catalysis;
  • heterocycles;
  • hydroamination;
  • titanium

Graphical Abstract

Thumbnail image of graphical abstract

The Lewis acid TiCl4 allows the intermolecular hydroamination of vinylarenes (see scheme). Some of the hydroamination products undergo rearrangements to give ortho-alkylated compounds. The catalyst tolerates a range of functional groups (R′=CF3, Cl, CN, F, Br) and provides the products in good yields. This method was also applied to the synthesis of a tetrahydroisoquinoline derivative.