Atroposelective Synthesis of Biheteroaryl Isoquinolines via Palladium Catalysis

Keywords

palladium - Larock reaction - atroposelective - isoquinolines

Significance

Luo, Ye and co-workers report an axially chiral synthesis of isoquinolines via an asymmetric Larock reaction. The reaction is amenable to a wide range of functionalities in yields up to 99 % and high enantioselectivities. The products of the reaction could be easily derivatized to a series of biologically relevant scaffolds.

Comment

The reported reaction yields diverse axially chiral isoquinolines. The high enantioselectivity is reliant on ortho-substituents and diminished results are observed in their absence. The authors also rule out an oxidative addition, C–H activation pathway, suggesting that nucleopalladation is the dominant pathway.

Publication History

Article published online:
21 November 2024