Oxidative aromatic C–N bond formation: convenient synthesis of N-amino-3-nitrile-indolesviaFeBr3-mediated intramolecular cyclization?

Organic & Biomolecular Chemistry Pub Date: 2011-03-02 DOI: 10.1039/C1OB05069A

Abstract

A variety of functionalized N-amino-3-nitrile-indole derivatives are obtained via an intramolecular hetero-cyclization of 2-aryl-3-substituted hydrazono-alkylnitriles using FeBr3 as a single electron oxidant. This approach allows the N-moiety on the side-chain to be annulated to the benzene ring during the final synthetic step via direct oxidative aromatic C–N bond formation.

Graphical abstract: Oxidative aromatic C–N bond formation: convenient synthesis of N-amino-3-nitrile-indolesviaFeBr3-mediated intramolecular cyclization
Recommended Literature