Silver-Mediated Trifluoromethylation–Iodination of Arynes

An unprecedented silver-mediated vicinal trifluoromethylation–iodination of arynes that quickly introduces CF3 and I groups onto aromatic rings in a single step to give o-trifluoromethyl iodoarenes has been developed. A new reactivity of AgCF3 has been revealed, and 2,2,6,6-tetramethylpiperidine pla...

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Published inJournal of the American Chemical Society Vol. 135; no. 8; pp. 2955 - 2958
Main Authors Zeng, Yuwen, Zhang, Laijun, Zhao, Yanchuan, Ni, Chuanfa, Zhao, Jingwei, Hu, Jinbo
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 27.02.2013
Amer Chemical Soc
Subjects
aromatic compounds
chemical reactions
Chemistry
Chemistry, Multidisciplinary
Hydrocarbons, Fluorinated - chemistry
Iodine - chemistry
Methylation
Physical Sciences
Science & Technology
silver
Silver - chemistry
BORONIC ACIDS
LEWIS-BASES
SULFONIUM SALTS
ATE-COMPLEXES
CATALYZED TRIFLUOROMETHYLATION
R-F
ARYL
C-13 NMR
AROMATIC-COMPOUNDS
REDUCTIVE ELIMINATION
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Summary:An unprecedented silver-mediated vicinal trifluoromethylation–iodination of arynes that quickly introduces CF3 and I groups onto aromatic rings in a single step to give o-trifluoromethyl iodoarenes has been developed. A new reactivity of AgCF3 has been revealed, and 2,2,6,6-tetramethylpiperidine plays an important role in this difunctionalization reaction.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0002-7863
1520-5126
1520-5126
DOI:10.1021/ja312711c