Palladium-Catalyzed Direct C-H Arylation of Dicyanobenzenes

A direct palladium‐catalyzed C–H arylation method to synthesize biaryls from dicyanobenzenes has been developed. The reaction is selective towards C2‐arylation of 1,3‐dicyanobenzene and provides biaryls from both electron‐rich and electron‐poor aryl bromides containing para and meta substituents. A...

Full description

Saved in:
Bibliographic Details
Published in:European journal of organic chemistry 2015-05, Vol.2015 (15), p.3226-3229
Main Authors: Ihanainen, Netta E., Kumpulainen, Esa T. T., Koskinen, Ari M. P.
Format: Article
Language:English
Subjects:
Biaryls
C-C coupling
C-H ­activation
Homogenous catalysis
Palladium
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A direct palladium‐catalyzed C–H arylation method to synthesize biaryls from dicyanobenzenes has been developed. The reaction is selective towards C2‐arylation of 1,3‐dicyanobenzene and provides biaryls from both electron‐rich and electron‐poor aryl bromides containing para and meta substituents. A variety of functional groups are tolerated, and yields up to 83 % can be obtained. The methodology can be extended to C–H activation of other electron‐deficient benzonitriles. A direct palladium‐catalyzed C–H arylation method to synthesize biaryls from dicyanobenzenes and other electron‐deficient benzonitriles has been developed. A variety of functional groups are tolerated, and yields up to 83 % can be obtained.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201500288