Palladium-Catalyzed Intramolecular Dehydrogenative Arylboration of Alkenes

Comprehensive Summary The palladium-catalyzed borylative cyclization via C-H activation has been developed. By this chemistry, the indole-fused dihydro-pyrrole motif, which is a kind of important unit in natural products and bio-active molecules, could be constructed and installed with a boric ester group. Furthermore, the utilities of products have been illustrated by the study of further transformations. Importantly, by using chiral ligand, the enantioselectivity of this borylative cyclization reaction could be controlled. Moreover, the borylative mechanism, which should proceed through a Pd(II)/Pd(IV) catalytic cycle, has been proposed based on the DFT calculations.

Automated summary

The palladium-catalyzed borylative cyclization via C-H activation has been developed for the construction of indole-fused dihydro-pyrrole motif with a boric ester group. The study further demonstrates the potential applications of the products and the control of enantioselectivity by using chiral ligand. The borylative mechanism has been proposed based on DFT calculations.