PdCl2(CH3CN)2-catalyzed regioselective C-H olefinations of 2-amino biaryls with vinylsilanes as unactivated alkenes.

The first example of palladium-catalyzed chelation-assisted C-H olefination of 2-amino biaryls using readily available vinylsilanes as unactivated olefinating reagents has been developed, affording valuable arylated vinylsilane compounds in moderate to excellent yields and with exclusive (E)-selectivities.

Enantioselective synthesis of axially chiral vinyl arenes through palladium-catalyzed C-H olefination.

A palladium-catalyzed ketoxime-chelation-assisted enantioselective C-H olefination of 2-arylcyclohex-2-enone oxime ether with a wide range of olefins as coupling partners was developed. Employing ketoxime ether as an efficient directing group, a variety of axially chiral vinyl arenes was synthesized by Pd(ii)-catalyzed C-H functionalization with excellent enantioselectivities (96 → 99% ee) under mild conditions.