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Copper-Catalyzed Decarboxylative Elimination of Carboxylic Acids to Styrenes

[Image: see text] A copper-catalyzed decarboxylative elimination reaction of (hetero)aromatic propionic acids to vinyl (hetero)arenes has been developed. This method furnishes alkenes from carboxylic acids without the need for stochiometric Pb or Ag additives or expensive or specialized photocatalys...

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Detalles Bibliográficos
Autores principales: Stanton, Michael P., Hoover, Jessica M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10032571/
https://www.ncbi.nlm.nih.gov/pubmed/36662592
http://dx.doi.org/10.1021/acs.joc.2c02705
Descripción
Sumario:[Image: see text] A copper-catalyzed decarboxylative elimination reaction of (hetero)aromatic propionic acids to vinyl (hetero)arenes has been developed. This method furnishes alkenes from carboxylic acids without the need for stochiometric Pb or Ag additives or expensive or specialized photocatalysts. A series of mechanistic experiments indicate that the reaction proceeds via benzylic deprotonation and subsequent radical decarboxylation; a pathway that is distinct from the single-electron-transfer mechanisms implicated in related decarboxylative elimination reactions.