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

doi:10.1055/s-2003-39911

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 journal › Article › peer-review

15 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 language	English
Pages (from-to)	1141-1144
Number of pages	4
Journal	Synlett
Issue number	8
DOIs	https://doi.org/10.1055/s-2003-39911
Publication status	Published - Jan 1 2003

Keywords

C-H activation
Heterocycles
Palladium
Regioselectivity
Synthetic methods

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-2003-39911

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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.",

keywords = "C-H activation, Heterocycles, Palladium, Regioselectivity, Synthetic methods",

author = "Takashi Harayama and Tomonori Sato and Akihiro Hori and Hitoshi Abe and Yasuo Takeuchi",

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language = "English",

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T1 - Novel synthesis of naphthobenzazepines from N-bromobenzylnaphthylamines by regioselective C-H activation utilizing the intramolecular coordination of an amine to Pd

AU - Harayama, Takashi

AU - Sato, Tomonori

AU - Hori, Akihiro

AU - Abe, Hitoshi

AU - Takeuchi, Yasuo

PY - 2003/1/1

Y1 - 2003/1/1

N2 - 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.

AB - 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.

KW - C-H activation

KW - Heterocycles

KW - Palladium

KW - Regioselectivity

KW - Synthetic methods

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U2 - 10.1055/s-2003-39911

DO - 10.1055/s-2003-39911

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SP - 1141

EP - 1144

JO - Synlett

JF - Synlett

IS - 8

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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