Work

Decarboxylative Trifluoromethylation of Aliphatic Carboxylic Acids

Year: 2018

Type: article

Abstract: Herein we disclose an efficient method for the conversion of carboxylic acids to trifluoromethyl groups via the combination of photoredox and copper catalysis. This transformation tolerates a wide range of functionality including heterocycles, olefins, alcohols, and strained ring systems. To demonstrate the broad potential of this new methodology for late-stage functionalization, we successfully converted a diverse array of carboxylic acid-bearing natural products and medicinal agents to the corresponding trifluoromethyl analogues.

Source: Journal of the American Chemical Society

DOI: 10.1021/jacs.8b02650

Authors: Jacob A. Kautzky, Tao Wang, Ryan W. Evans, David W. C. MacMillan

Institution: Princeton 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 Institute of General Medical Sciences, Division of Graduate Education

Awards: Combining Nickel and Photoredox Catalysis, G3281739566