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

Research output: Contribution to journalArticle

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 languageEnglish
Pages (from-to)117-120
Number of pages4
JournalTetrahedron Letters
Volume45
Issue number1
DOIs
StatePublished - 2004 Jan 1

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Hydrazines
Heating
azobenzene

Keywords

  • Azobenzene
  • Cu(I)
  • One-pot synthesis

Cite this

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.
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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 journalArticle

TY - JOUR

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

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AU - Shin, Jeong Taek

AU - Lee, Kang Sang

AU - Cho, Cheon-Gyu

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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

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