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

doi:10.1016/S0040-4039(00)77609-X

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

Department of Chemistry

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

37 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 language	English
Pages (from-to)	2343-2346
Number of pages	4
Journal	Tetrahedron Letters
Volume	34
Issue number	14
DOIs	https://doi.org/10.1016/S0040-4039(00)77609-X
Publication status	Published - 1993 Apr 2

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)77609-X

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

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.",

author = "Lee Eun and Lee Chulbom and Jin, {Sung Tae} and Ho, {Sung Whang} and Kap, {Sok Li}",

year = "1993",

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language = "English",

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journal = "Tetrahedron Letters",

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T1 - Radical isomerization via intramolecular ipso substitution of aryl ethers

T2 - Aryl translocation from oxygen to carbon

AU - Eun, Lee

AU - Chulbom, Lee

AU - Jin, Sung Tae

AU - Ho, Sung Whang

AU - Kap, Sok Li

PY - 1993/4/2

Y1 - 1993/4/2

N2 - 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.

AB - 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.

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M3 - Article

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SN - 0040-4039

VL - 34

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EP - 2346

JO - Tetrahedron Letters

JF - Tetrahedron Letters

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

Abstract

All Science Journal Classification (ASJC) codes

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