Synthesis of Secondary Arylamines through Copper-Mediated Intermolecular Aryl Amination

Kentaro Okano; Hidetoshi Tokuyama; Tohru Fukuyama

doi:10.1021/ol035942y

Synthesis of Secondary Arylamines through Copper-Mediated Intermolecular Aryl Amination

Kentaro Okano, Hidetoshi Tokuyama, Tohru Fukuyama

Research output: Contribution to journal › Article › peer-review

148 Citations (Scopus)

Abstract

(Equation presented) A mild intermolecular copper-mediated amination of aryl iodides has been developed. The reaction takes place at room temperature or heating at 90°C and tolerates halogens attached to the aromatic ring. Its synthetic applications include a synthetic protocol for unsymmetrical N,N′-dialkylated phenylenediamines and both a stepwise and a general synthetic method for N-aryl secondary amines via Ns-anilides (readily obtained by reaction of the Ns-amide).

Original language	English
Pages (from-to)	4987-4990
Number of pages	4
Journal	Organic letters
Volume	5
Issue number	26
DOIs	https://doi.org/10.1021/ol035942y
Publication status	Published - 2003 Dec 25
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol035942y

Cite this

@article{6e4f540f7aea4b33a6e7e7d76b4ab6fc,

title = "Synthesis of Secondary Arylamines through Copper-Mediated Intermolecular Aryl Amination",

abstract = "(Equation presented) A mild intermolecular copper-mediated amination of aryl iodides has been developed. The reaction takes place at room temperature or heating at 90°C and tolerates halogens attached to the aromatic ring. Its synthetic applications include a synthetic protocol for unsymmetrical N,N′-dialkylated phenylenediamines and both a stepwise and a general synthetic method for N-aryl secondary amines via Ns-anilides (readily obtained by reaction of the Ns-amide).",

author = "Kentaro Okano and Hidetoshi Tokuyama and Tohru Fukuyama",

year = "2003",

month = dec,

day = "25",

doi = "10.1021/ol035942y",

language = "English",

volume = "5",

pages = "4987--4990",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "26",

}

TY - JOUR

T1 - Synthesis of Secondary Arylamines through Copper-Mediated Intermolecular Aryl Amination

AU - Okano, Kentaro

AU - Tokuyama, Hidetoshi

AU - Fukuyama, Tohru

PY - 2003/12/25

Y1 - 2003/12/25

N2 - (Equation presented) A mild intermolecular copper-mediated amination of aryl iodides has been developed. The reaction takes place at room temperature or heating at 90°C and tolerates halogens attached to the aromatic ring. Its synthetic applications include a synthetic protocol for unsymmetrical N,N′-dialkylated phenylenediamines and both a stepwise and a general synthetic method for N-aryl secondary amines via Ns-anilides (readily obtained by reaction of the Ns-amide).

AB - (Equation presented) A mild intermolecular copper-mediated amination of aryl iodides has been developed. The reaction takes place at room temperature or heating at 90°C and tolerates halogens attached to the aromatic ring. Its synthetic applications include a synthetic protocol for unsymmetrical N,N′-dialkylated phenylenediamines and both a stepwise and a general synthetic method for N-aryl secondary amines via Ns-anilides (readily obtained by reaction of the Ns-amide).

UR - http://www.scopus.com/inward/record.url?scp=0347286696&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0347286696&partnerID=8YFLogxK

U2 - 10.1021/ol035942y

DO - 10.1021/ol035942y

M3 - Article

C2 - 14682746

AN - SCOPUS:0347286696

VL - 5

SP - 4987

EP - 4990

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 26

ER -

Synthesis of Secondary Arylamines through Copper-Mediated Intermolecular Aryl Amination

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this