Wang G,
Tan X,
Yan B-X,
Zhang Z-W,
Luo G,
*
Ye Z-S.
*
Anhui University, Hefei and Dalian University of Technology, P. R. of China
Palladium-Catalyzed Asymmetric Larock Isoquinoline Synthesis to Access Axially Chiral 3,4-Disubstituted Isoquinolines.
J. Am. Chem. Soc. 2024;
146: 27809-27818
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.
