Cu(I) mediated one-pot synthesis of azobenzenes from bis-Boc aryl hydrazines and aryl halides

Kyu Young Kim; Jeong Taek Shin; Kang Sang Lee; Cheon-Gyu Cho

doi:10.1016/j.tetlet.2003.10.091

Cu(I) mediated one-pot synthesis of azobenzenes from bis-Boc aryl hydrazines and aryl halides

Kyu Young Kim, Jeong Taek Shin, Kang Sang Lee, Cheon-Gyu Cho

DEPARTMENT OF CHEMISTRY

Research output: Contribution to journal › Article

44 Citations (Scopus)

Abstract

N,N′-bis-Boc aryl hydrazines underwent Cu(I) catalyzed couplings with aryl halides to provide N,N′-bis-Boc diaryl hydrazines. The resulting N,N′-bis-Boc diaryl hydrazines are readily oxidized to the azobenzenes in the presence of Cu(I) and a base. A prolonged heating of the initial coupling reactions directly provides the corresponding azobenzenes in one pot.

Original language	English
Pages (from-to)	117-120
Number of pages	4
Journal	Tetrahedron Letters
Volume	45
Issue number	1
DOIs	https://doi.org/10.1016/j.tetlet.2003.10.091
State	Published - 2004 Jan 1

Fingerprint

Hydrazines

Heating

azobenzene

Keywords

Azobenzene
Cu(I)
One-pot synthesis

Cite this

Kim, K. Y., Shin, J. T., Lee, K. S., & Cho, C-G. (2004). Cu(I) mediated one-pot synthesis of azobenzenes from bis-Boc aryl hydrazines and aryl halides. Tetrahedron Letters, 45(1), 117-120. https://doi.org/10.1016/j.tetlet.2003.10.091

Kim, Kyu Young ; Shin, Jeong Taek ; Lee, Kang Sang ; Cho, Cheon-Gyu. / Cu(I) mediated one-pot synthesis of azobenzenes from bis-Boc aryl hydrazines and aryl halides. In: Tetrahedron Letters. 2004 ; Vol. 45, No. 1. pp. 117-120.

@article{3cd7d498274248fda0d1ff7a88b44472,

title = "Cu(I) mediated one-pot synthesis of azobenzenes from bis-Boc aryl hydrazines and aryl halides",

abstract = "N,N′-bis-Boc aryl hydrazines underwent Cu(I) catalyzed couplings with aryl halides to provide N,N′-bis-Boc diaryl hydrazines. The resulting N,N′-bis-Boc diaryl hydrazines are readily oxidized to the azobenzenes in the presence of Cu(I) and a base. A prolonged heating of the initial coupling reactions directly provides the corresponding azobenzenes in one pot.",

keywords = "Azobenzene, Cu(I), One-pot synthesis",

author = "Kim, {Kyu Young} and Shin, {Jeong Taek} and Lee, {Kang Sang} and Cheon-Gyu Cho",

year = "2004",

month = "1",

day = "1",

doi = "10.1016/j.tetlet.2003.10.091",

language = "English",

volume = "45",

pages = "117--120",

journal = "Tetrahedron Letters",

issn = "0040-4039",

number = "1",

}

Kim, KY, Shin, JT, Lee, KS & Cho, C-G 2004, 'Cu(I) mediated one-pot synthesis of azobenzenes from bis-Boc aryl hydrazines and aryl halides', Tetrahedron Letters, vol. 45, no. 1, pp. 117-120. https://doi.org/10.1016/j.tetlet.2003.10.091

Cu(I) mediated one-pot synthesis of azobenzenes from bis-Boc aryl hydrazines and aryl halides. / Kim, Kyu Young; Shin, Jeong Taek; Lee, Kang Sang; Cho, Cheon-Gyu.

In: Tetrahedron Letters, Vol. 45, No. 1, 01.01.2004, p. 117-120.

Research output: Contribution to journal › Article

TY - JOUR

T1 - Cu(I) mediated one-pot synthesis of azobenzenes from bis-Boc aryl hydrazines and aryl halides

AU - Kim, Kyu Young

AU - Shin, Jeong Taek

AU - Lee, Kang Sang

AU - Cho, Cheon-Gyu

PY - 2004/1/1

Y1 - 2004/1/1

N2 - N,N′-bis-Boc aryl hydrazines underwent Cu(I) catalyzed couplings with aryl halides to provide N,N′-bis-Boc diaryl hydrazines. The resulting N,N′-bis-Boc diaryl hydrazines are readily oxidized to the azobenzenes in the presence of Cu(I) and a base. A prolonged heating of the initial coupling reactions directly provides the corresponding azobenzenes in one pot.

AB - N,N′-bis-Boc aryl hydrazines underwent Cu(I) catalyzed couplings with aryl halides to provide N,N′-bis-Boc diaryl hydrazines. The resulting N,N′-bis-Boc diaryl hydrazines are readily oxidized to the azobenzenes in the presence of Cu(I) and a base. A prolonged heating of the initial coupling reactions directly provides the corresponding azobenzenes in one pot.

KW - Azobenzene

KW - Cu(I)

KW - One-pot synthesis

UR - http://www.scopus.com/inward/record.url?scp=0742304463&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2003.10.091

DO - 10.1016/j.tetlet.2003.10.091

M3 - Article

AN - SCOPUS:0742304463

VL - 45

SP - 117

EP - 120

JO - Tetrahedron Letters