Redox-Active Reagents for Photocatalytic Generation of the OCF₃ Radical and (Hetero)Aryl C-H Trifluoromethoxylation.

ABSTRACT: The trifluoromethoxy (OCF₃ ) radical is of great importance in organic chemistry. Yet, the catalytic and selective generation of this radical at room temperature and pressure remains a longstanding challenge. Herein, the design and development of a redox-active cationic reagent (1) that enables the formation of the OCF₃ radical in a controllable, selective, and catalytic fashion under visible-light photocatalytic conditions is reported. More importantly, the reagent allows catalytic, intermolecular C-H trifluoromethoxylation of a broad array of (hetero)arenes and biorelevant compounds. Experimental and computational studies suggest single electron transfer (SET) from excited photoredox catalysts to 1 resulting in exclusive liberation of the OCF₃ radical. Ad

SUBMITTER: Zheng W 

PROVIDER: S-EPMC6278930 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature