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
Publication statusPublished - 2003

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Amines
Chemical activation
naphthalene

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Novel synthesis of naphthobenzazepines from N-bromobenzylnaphthylamines by regioselective C-H activation utilizing the intramolecular coordination of an amine to Pd. / Harayama, Takashi; Sato, Tomonori; Hori, Akihiro; Abe, Hitoshi; Takeuchi, Yasuo.

In: Synlett, No. 8, 2003, p. 1141-1144.

Research output: Contribution to journalArticle

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AU - Hori, Akihiro

AU - Abe, Hitoshi

AU - Takeuchi, Yasuo

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