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Iron-Catalyzed Direct C-H Arylation of Heterocycles and Quinones with Arylboronic Acids

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Title Iron-Catalyzed Direct C-H Arylation of Heterocycles and Quinones with Arylboronic Acids
 
Creator DEB, A
MANNA, S
MAJI, A
DUTTA, U
MAITI, D
 
Subject Cross-coupling
Biaryls
Heterocycles
Iron
Boron
CROSS-COUPLING REACTIONS
MEDIATED DIRECT ARYLATION
CARBON-HYDROGEN BONDS
HETEROAROMATIC BASES
AROMATIC-COMPOUNDS
RADICAL REACTIONS
ALKYL-HALIDES
PALLADIUM
COMPLEXES
ACTIVATION
 
Description The arylation of C-H bonds to generate heteroaryl-aryl (Het-Ar) and arylated quinone (Quin-Ar) compounds has received great attention to achieve sustainable goals in synthetic chemistry. Despite significant advances, arylation of a broad range of Het-Ar and Quin-Ar derivatives remains a challenging task. Herein, a variety of heterocycles are arylated by using arylboronic acids in the presence of catalytic amounts of inexpensive Fe(NO3)(3). The C-arylated quinone compounds can be prepared by reacting arylboronic acids with either quinone or hydroquinone. The present method is operationally simple, scalable, does not require prefunctionalization of the heterocycle or quinone, and can tolerate a wide variety of functional groups in the coupling partners. These qualities are expected to render this method attractive for academic and industrial use.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2014-10-16T14:48:22Z
2014-10-16T14:48:22Z
2013
 
Type Article
 
Identifier EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013(24)5251-5256
1434-193X
1099-0690
http://dx.doi.org/10.1002/ejoc.201300743
http://dspace.library.iitb.ac.in/jspui/handle/100/15824
 
Language en