Xanthates are widely used in organic synthesis for the construction of various molecules and have numerous applications as bioactive compounds. Here, we present their preparation via a straightforward photocatalytic decarboxylative xanthylation process involving readily available oxime esters and xanthate dimers. This approach provides access to a wide variety of xanthate compounds in moderate to good yields, including xanthates derived from relevant pharmaceutical and bioactive molecules.
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Decarboxylative Xanthylation under Photocatalytic Conditions.
Org Lett
November 2024
Institut Charles Gerhardt Montpellier (ICGM), Université de Montpellier, Centre National de la Recherche Scientifique (CNRS), École Nationale Supérieure de Chimie de Montpellier (ENSCM), 34000 Montpellier, France.
Xanthates are widely used in organic synthesis for the construction of various molecules and have numerous applications as bioactive compounds. Here, we present their preparation via a straightforward photocatalytic decarboxylative xanthylation process involving readily available oxime esters and xanthate dimers. This approach provides access to a wide variety of xanthate compounds in moderate to good yields, including xanthates derived from relevant pharmaceutical and bioactive molecules.
View Article and Find Full Text PDFDirect Decarboxylative Functionalization of Carboxylic Acids via O-H Hydrogen Atom Transfer.
J Am Chem Soc
January 2020
Department of Chemistry , The University of North Carolina at Chapel Hill, Chapel Hill , North Carolina 27599 , United States.
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 -xanthylamides. The unique reactivity of amidyl radicals in hydrogen atom transfer enables decarboxylative xanthylation under redox-neutral conditions.
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