Cu(II)-Mediated C–H Amidation and Amination of Arenes: Exceptional Compatibility with Heterocycles

A Cu(OAc)2-mediated C–H amidation and amination of arenes and heteroarenes has been developed using a readily removable directing group. A wide range of sulfonamides, amides, and anilines function as amine donors in this reaction. Heterocycles present in both reactants are tolerated, making this a b...

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Published inJournal of the American Chemical Society Vol. 136; no. 9; pp. 3354 - 3357
Main Authors Shang, Ming, Sun, Shang-Zheng, Dai, Hui-Xiong, Yu, Jin-Quan
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 05.03.2014
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
CUPRIC ACETATE
PALLADIUM
CROSS-COUPLING REACTIONS
ACTIVATION
AROMATIC CARBOXAMIDES
ARYL
CARBON-HYDROGEN BONDS
INHIBITORS
ARYLBORONIC ACIDS
CATALYZED ARYLATION
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Summary:A Cu(OAc)2-mediated C–H amidation and amination of arenes and heteroarenes has been developed using a readily removable directing group. A wide range of sulfonamides, amides, and anilines function as amine donors in this reaction. Heterocycles present in both reactants are tolerated, making this a broadly applicable method for the synthesis of a family of inhibitors including 2-benzamidobenzoic acids and N-phenylaminobenzoates.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:0002-7863
1520-5126
DOI:10.1021/ja412880r