Litcius/Paper detail

Selectively Tunable Synthesis of α-Trifluoromethyl Ketones

Pan Zhou, Shanya Lu, Xiaoqiang Wu, Wei Zhong, Tao Xu

2023Organic Letters26 citationsDOI

Abstract

A cross-coupling of aldehydes and α-trifluoromethyl alkyl bromides was developed via dual nickel/photoredox catalysis system. A wide variety of substrates bearing a diverse set of functional groups were compatible to afford α-trifluoromethyl ketones under very mild conditions (visible light, ambient temperature, no strong base). Selectively tunable access to these ketones with the trifluoromethyl group on any one side can be smoothly obtained by simply modulating different reagents. Meanwhile, the asymmetric pattern was also investigated.

Topics & Concepts

TrifluoromethylChemistryReagentAlkylCatalysisCombinatorial chemistryCoupling (piping)Base (topology)NickelPhotochemistryOrganic chemistryEngineeringMathematical analysisMathematicsMechanical engineeringFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsCatalytic C–H Functionalization Methods