Catalyst-Free Suzuki-Type Coupling of Allylic Bromides with Arylboronic Acids

Graphical Abstract

A catalyst-free protocol for the synthesis of allylated arenes has been developed. Allylic bromides bearing electron-donating groups can be regioselectively coupled with arylboronic acids in fair to good yields without the need for a transition-metal catalyst. The coupling is easily accomplished through conventional heating under aerobic conditions in the presence of an inorganic base.

Abstract

The coupling of arylboronic acids with electron-rich allylic bromides is accomplished in the absence of any transition-metal catalyst through conventional heating. The reaction is completely regioselective, affording only the α-coupled product, and can be carried out under mild aerobic conditions in an organic solvent; the presence of a base is required.