Direct Decarboxylative Functionalization of Carboxylic Acids via O-H Hydrogen Atom Transfer.

Autor: Na CG; Department of Chemistry , The University of North Carolina at Chapel Hill , Chapel Hill , North Carolina 27599 , United States., Ravelli D; PhotoGreen Lab, Department of Chemistry , University of Pavia , Viale Taramelli 12 , 27100 Pavia , Italy., Alexanian EJ; Department of Chemistry , The University of North Carolina at Chapel Hill , Chapel Hill , North Carolina 27599 , United States.
Jazyk: angličtina
Zdroj: Journal of the American Chemical Society [J Am Chem Soc] 2020 Jan 08; Vol. 142 (1), pp. 44-49. Date of Electronic Publication: 2019 Dec 26.
DOI: 10.1021/jacs.9b10825
Abstrakt: Decarboxylative functionalization via hydrogen atom transfer offers an attractive alternative to standard redox approaches to this important class of transformations. Herein, we report a direct decarboxylative functionalization of aliphatic carboxylic acids using N -xanthylamides. The unique reactivity of amidyl radicals in hydrogen atom transfer enables decarboxylative xanthylation under redox-neutral conditions. This platform provides expedient access to a range of derivatives through subsequent elaboration of the xanthate group.
Databáze: MEDLINE