Login / Signup

Base-promoted, CBr4-mediated tandem bromination/intramolecular Friedel-Crafts alkylation of N-aryl enamines: a facile access to 1H- and 3H-indoles.

Lan ZhaoChangfu QiuLixin ZhaoGuangwei YinFangyi LiChun-Hua WangZheng Li
Published in: Organic & biomolecular chemistry (2021)
Described here is a general and highly efficient method for the synthesis of 1H- and 3H-indoles. In the presence of CBr4 and a suitable base, the cyclization of N-aryl enamines proceeds with high efficiency. Unlike previous intramolecular cross dehydrogenative coupling (CDC) of the same substrates, this process does not require the use of either a transition metal or a stoichiometric amount of oxidant. This method also features operational simplicity, easy scalability and good substrate tolerability. Control experiments indicate the reactions may proceed in a tandem sequence of bromination and intramolecular Friedel-Crafts alkylation in a simple one-pot procedure.
Keyphrases
  • highly efficient
  • high efficiency
  • transition metal
  • energy transfer
  • open label
  • cell cycle
  • quantum dots
  • amino acid
  • room temperature
  • gold nanoparticles
  • placebo controlled