biostudies-literatureHe JAmgenIndiana UniversityNational Institute of General Medical SciencesNIGMS NIH HHSEli Lilly and Company702-705https://www.ebi.ac.uk/biostudies/studies/S-EPMC9199362biostudies-literatureUnknown23(3)A straightforward method for the undirected trifluoromethylation of unactivated methylene units was developed. The reaction proceeds in aqueous acetonitrile with Grushin's reagent, bpyCu(CF₃)₃, under broad-spectrum white-light irradiation. The trifluoromethylation tolerates a wide range of functional groups including ketones, esters, nitriles, amides, alcohols, and carboxylic acids. The C-H cleavage step is performed via intermolecular H atom abstraction, and the selectivities across a range of methylene units are reported. Mechanistic studies offer a general reaction coordinate for the overall transformation.Organic lettersCsp³-H Trifluoromethylation of Unactivated Aliphatic Systems.PMC9199362R01 GM121668R01GM121668He JGuo SNguyen TNCook SPfalseCsp³-H Trifluoromethylation of Unactivated Aliphatic Systems.A straightforward method for the undirected trifluoromethylation of unactivated methylene units was developed. The reaction proceeds in aqueous acetonitrile with Grushin's reagent, bpyCu(CF₃)₃, under broad-spectrum white-light irradiation. The trifluoromethylation tolerates a wide range of functional groups including ketones, esters, nitriles, amides, alcohols, and carboxylic acids. The C-H cleavage step is performed via intermolecular H atom abstraction, and the selectivities across a range of methylene units are reported. Mechanistic studies offer a general reaction coordinate for the overall transformation.2021-01-01T00:00:00Z2021 Feb2024-11-10T01:01:47.864Z2024-11-10T01:01:47.864ZS-EPMC91993623344344210.1021/acs.orglett.0c03891