posted on 2022-12-16, 12:37authored byNayoung Ko, Jeonghyun Min, Junghyea Moon, Nuraimi Farwizah Ismail, Kyeongwon Moon, Pargat Singh, Neeraj Kumar Mishra, Wonsik Lee, In Su Kim
The site-selective incorporation
of a trifluoromethyl group into
biologically active molecules and pharmaceuticals has emerged as a
central topic in medicinal chemistry and drug discovery. Herein, we
demonstrate the rhodium(III)-catalyzed conjugate addition of β-trifluoromethylated
enones with quinoline N-oxides, which result in the
generation of β-trifluoromethyl-β′-quinolinated
ketones. The reaction proceeds under mild conditions with complete
functional group tolerance. The synthetic applicability was showcased
by successful gram-scale experiments and valuable synthetic transformations
of coupling products.