Work

Trifluoromethylation of Arenes and Heterocycles via a Bench-Stable Photocaged Trifluoromethylation Reagent

Year: 2025

Type: article

Abstract: Herein we report a simple radical aromatic trifluoromethylation process that utilizes a cationic aromatic sulfonate ester as a trifluoromethyl radical photocage. This chemistry allows for the rapid and straightforward trifluoromethylation of diverse aromatics and heterocycles, including complex pharmaceuticals and natural products, with only the substrate, photocage, solvent, and 456 nm light in minutes.

Source: Organic Letters

DOI: 10.1021/acs.orglett.5c04296

Authors: Gavin J. Rustin, Vishal Agarwal, Penelope I. Dalton, Zenghui Jiang, Zhao Liu, Isabella G. Najor, Bahar Heydari, Beeta Heydari, Nicholas J. Kuehl, Vlad Kumirov, Michael T. Taylor, Jeffrey L. Gustafson

Institutions: Stony Brook University, University of Arizona, San Diego State University

Language: English

Topic: Fluorine in Organic Chemistry

Subfield: Pharmaceutical Science

Field: Pharmacology, Toxicology and Pharmaceutics

Domain: Life Sciences

Open Access status: green

Funders: National Science Foundation, San Diego State University, University of Arizona, Stony Brook University, National Institute of General Medical Sciences, Division of Chemistry

Awards: G1778864690, G2401103843, The Catalyst-Controlled Regioselective Functionalization of Aromatics, G3160104140, G4121506770, G5696673434, MRI: Acquisition of a 500 MHz Nuclear Magnetic Resonance Spectrometer for Research and Training at the University of Arizona, The Catalyst-Controlled Regioselective Functionalization of Aromatics, New 500-MHz NMR Console for Biological Research, G8022476408, G8129973466, Upgrade and Acquisition of NMR Instrumentation

OpenAlex ID: W4416674745

FWCI: 0.694

Cites: 27

Cited by: 2

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