Novel synthesis of naphthobenzazepines from N-bromobenzylnaphthylamines by regioselective C-H activation utilizing the intramolecular coordination of an amine to Pd

Takashi Harayama, Tomonori Sato, Akihiro Hori, Hitoshi Abe, Yasuo Takeuchi

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

In a biaryl coupling reaction of N-bromobenzylnaphthylamine using Pd reagent, the intramolecular coordination of the benzylamino group to Pd causes the regioselective C-H activation at the peri-position to the amine group on the naphthalene ring to produce a new skeletal compound, naphthobenzazepine, in good to excellent yield.

Original languageEnglish
Pages (from-to)1141-1144
Number of pages4
JournalSynlett
Issue number8
DOIs
Publication statusPublished - Jan 1 2003

Keywords

  • C-H activation
  • Heterocycles
  • Palladium
  • Regioselectivity
  • Synthetic methods

ASJC Scopus subject areas

  • Organic Chemistry

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