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  • Title: Oxidative aromatic C-N bond formation: convenient synthesis of N-amino-3-nitrile-indoles via FeBr3-mediated intramolecular cyclization.
    Author: Zheng Z, Tang L, Fan Y, Qi X, Du Y, Zhang-Negrerie D.
    Journal: Org Biomol Chem; 2011 May 21; 9(10):3714-25. PubMed ID: 21451828.
    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 FeBr(3) 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.
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