Radical-carbanion cyclo-coupling in armed aromatics: overriding steric hindrance to ring closure

John Christopher Walton; M. D. Roydhouse

doi:10.1039/b506391d

Radical-carbanion cyclo-coupling in armed aromatics: overriding steric hindrance to ring closure

John Christopher Walton, M. D. Roydhouse

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

Abstract

omega-(2-Halophenyl)alkyl-2-oxazolines were prepared and reacted via base promoted intramolecular coupling of radical with carbanionic centres to yield 1-phenyl-1-oxazolino-indan and -tetralin derivatives containing quaternary C-atoms.

Original language	English
Pages (from-to)	4453-4455
Number of pages	3
Journal	Chemical Communications
DOIs	https://doi.org/10.1039/b506391d
Publication status	Published - 2005

Keywords

NUCLEOPHILIC-SUBSTITUTION
S(RN)1 MECHANISM
ANALOGS
CHLORANILINES
CYCLIZATIONS
DERIVATIVES
DIANIONS
NITROGEN
ANIONS

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title = "Radical-carbanion cyclo-coupling in armed aromatics: overriding steric hindrance to ring closure",

abstract = "omega-(2-Halophenyl)alkyl-2-oxazolines were prepared and reacted via base promoted intramolecular coupling of radical with carbanionic centres to yield 1-phenyl-1-oxazolino-indan and -tetralin derivatives containing quaternary C-atoms.",

keywords = "NUCLEOPHILIC-SUBSTITUTION, S(RN)1 MECHANISM, ANALOGS, CHLORANILINES, CYCLIZATIONS, DERIVATIVES, DIANIONS, NITROGEN, ANIONS",

author = "Walton, {John Christopher} and Roydhouse, {M. D.}",

year = "2005",

doi = "10.1039/b506391d",

language = "English",

pages = "4453--4455",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

}

TY - JOUR

T1 - Radical-carbanion cyclo-coupling in armed aromatics: overriding steric hindrance to ring closure

AU - Walton, John Christopher

AU - Roydhouse, M. D.

PY - 2005

Y1 - 2005

N2 - omega-(2-Halophenyl)alkyl-2-oxazolines were prepared and reacted via base promoted intramolecular coupling of radical with carbanionic centres to yield 1-phenyl-1-oxazolino-indan and -tetralin derivatives containing quaternary C-atoms.

AB - omega-(2-Halophenyl)alkyl-2-oxazolines were prepared and reacted via base promoted intramolecular coupling of radical with carbanionic centres to yield 1-phenyl-1-oxazolino-indan and -tetralin derivatives containing quaternary C-atoms.

KW - NUCLEOPHILIC-SUBSTITUTION

KW - S(RN)1 MECHANISM

KW - ANALOGS

KW - CHLORANILINES

KW - CYCLIZATIONS

KW - DERIVATIVES

KW - DIANIONS

KW - NITROGEN

KW - ANIONS

UR - http://www.scopus.com/inward/record.url?scp=25444521828&partnerID=8YFLogxK

UR - http://www.rsc.org/publishing/journals/CC/article.asp?doi=b506391d

U2 - 10.1039/b506391d

DO - 10.1039/b506391d

M3 - Article

SN - 1359-7345

SP - 4453

EP - 4455

JO - Chemical Communications

JF - Chemical Communications

ER -

Radical-carbanion cyclo-coupling in armed aromatics: overriding steric hindrance to ring closure

Abstract

Keywords

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