Radical isomerization via intramolecular ipso substitution of aryl ethers: Aryl translocation from oxygen to carbon

Lee Eun, Lee Chulbom, Sung Tae Jin, Sung Whang Ho, Sok Li Kap

Research output: Contribution to journalArticle

33 Citations (Scopus)

Abstract

Bromopropyl aryl ethers an converted to 3-arylpropanols under standard radical generating conditions in the presence of tributylstannane and AIBN. This rearrangement involves intramolecular ipso attack of the alkyl radicals which generates spiro cyclohexadienyl radical intermediates.

Original languageEnglish
Pages (from-to)2343-2346
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number14
DOIs
Publication statusPublished - 1993 Apr 2

Fingerprint

Ethers
Isomerization
Substitution reactions
Carbon
Oxygen
tributyltin
azobis(isobutyronitrile)

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Eun, Lee ; Chulbom, Lee ; Jin, Sung Tae ; Ho, Sung Whang ; Kap, Sok Li. / Radical isomerization via intramolecular ipso substitution of aryl ethers : Aryl translocation from oxygen to carbon. In: Tetrahedron Letters. 1993 ; Vol. 34, No. 14. pp. 2343-2346.
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Radical isomerization via intramolecular ipso substitution of aryl ethers : Aryl translocation from oxygen to carbon. / Eun, Lee; Chulbom, Lee; Jin, Sung Tae; Ho, Sung Whang; Kap, Sok Li.

In: Tetrahedron Letters, Vol. 34, No. 14, 02.04.1993, p. 2343-2346.

Research output: Contribution to journalArticle

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AU - Eun, Lee

AU - Chulbom, Lee

AU - Jin, Sung Tae

AU - Ho, Sung Whang

AU - Kap, Sok Li

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