Pd(ii)-Catalyzed asymmetric intramolecular arylation of unbiased methylene C(sp3)-H bonds using readily accessible 3,3′-F2-BINOL as a chiral ligand

Herein, we report a Pd(ii)-catalyzed asymmetric intramolecular arylation of unbiased methylene C(sp(3))-H bonds using 2-pyridylisopropyl (PIP) as a directing group and readily accessible 3,3 '-F-2-BINOL as a chiral ligand. The reaction provided a straightforward and efficient strategy to access various chiral benzo-fused six-membered heterocyclic compounds with excellent yields (up to 99%) and enantioselectivities (up to 97%). The PIP directing group could be removed under mild conditions without the loss of enantiopurity.

Automated summary

This study presents a Pd(ii)-catalyzed asymmetric intramolecular arylation utilizing PIP as a directing group and 3,3'-F-2-BINOL as a chiral ligand. The reaction provides an efficient approach to access various chiral benzo-fused six-membered heterocyclic compounds with high yields and enantioselectivities. The PIP directing group can be easily removed without affecting the enantiopurity of the products.