Ruthenium-Catalyzed
Cross-Coupling of Ketones as an
Alkenyl Electrophile with Organoborons via Cleavage of Alkenyl C–N
Bonds of in Situ Generated Enamines
posted on 2022-12-12, 19:11authored byYuya Kogure, Satoshi Ueno
A ruthenium-catalyzed cross-coupling reaction of ketones
with organoboronic
esters was developed. In this reaction, ketones possessing a pyridine-directing
group directly functions as an alkenyl electrophile for coupling with
organoboronates in the presence of pyrrolidine and a ruthenium catalyst.
This reaction proceeds via the catalytic cleavage of the alkenyl carbon–nitrogen
bond in the enamines generated in situ from ketones with pyrrolidine,
benzylamine, or isoindoline.