Metal-Free C–H Cross-Coupling toward Oxygenated Naphthalene-Benzene Linked Biaryls

The intermolecular C–H cross-coupling between aromatic ethers has been achieved for the first time using perfluorinated hypervalent iodine(III) compounds as extreme single-electron-transfer (SET) oxidants. The demonstrations of this specific coupling could provide a direct route to valuable oxygenat...

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Bibliographic Details
Published inOrganic letters Vol. 13; no. 23; pp. 6208 - 6211
Main Authors Dohi, Toshifumi, Ito, Motoki, Itani, Itsuki, Yamaoka, Nobutaka, Morimoto, Koji, Fujioka, Hiromichi, Kita, Yasuyuki
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 02.12.2011
Amer Chemical Soc
Subjects
Benzene Derivatives - chemical synthesis
Benzene Derivatives - chemistry
Catalysis
Chemistry
Chemistry, Organic
Combinatorial Chemistry Techniques
Hydrocarbons, Fluorinated - chemistry
Hydrocarbons, Iodinated - chemistry
Metals
Naphthalenes - chemical synthesis
Naphthalenes - chemistry
Oxidation-Reduction
Physical Sciences
Science & Technology
ORGANIC-SYNTHESIS
ANTIBIOTICS
CATALYZED ORTHO-ARYLATION
NUCLEOPHILIC-SUBSTITUTION
PHENOL ETHER DERIVATIVES
BOND FORMATION
HYPERVALENT IODINE(III) REAGENT
REMOTE-METALATION
PHENANTHROVIRIDIN AGLYCON
SIMPLE ARENES
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Summary:The intermolecular C–H cross-coupling between aromatic ethers has been achieved for the first time using perfluorinated hypervalent iodine(III) compounds as extreme single-electron-transfer (SET) oxidants. The demonstrations of this specific coupling could provide a direct route to valuable oxygenated mixed naphthalene-benzene biaryls 3 only, without formation of other biaryl-derived byproducts.
Bibliography:KAKEN
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol202632h