Copper-Mediated ortho-Arylation of Benzamides with Arylboronic Acid

The copper‐mediated direct ortho CH bond arylation of benzamide derivatives with arylboronic acids was achieved by employing an 8‐aminoquinoline moiety as the bidentate directing group. Various biaryls were synthesized in good yields with excellent regioselectivity. The reaction shows good function...

Full description

Saved in:
Bibliographic Details
Published in:Advanced synthesis & catalysis 2016-02, Vol.358 (4), p.509-514
Main Authors: Gui, Qingwen, Chen, Xiang, Hu, Liang, Wang, Dadian, Liu, Jidan, Tan, Ze
Format: Article
Language:English
Subjects:
arylation
Benzamide
biaryl
Bonding
Catalysis
Cleavage
Compatibility
copper
CH activation
Derivatives
Functional groups
selectivity
Synthesis
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:The copper‐mediated direct ortho CH bond arylation of benzamide derivatives with arylboronic acids was achieved by employing an 8‐aminoquinoline moiety as the bidentate directing group. Various biaryls were synthesized in good yields with excellent regioselectivity. The reaction shows good functional group compatibility and proceeds in a highly selective manner at the ortho‐position of the benzamides. Deuterium‐labelling experiments indicated that the ortho CH bond cleavage of benzamide was involved in the rate‐determining step of the arylation.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201500884