Copper-Catalyzed Decarboxylative Elimination of Carboxylic Acids to Alkenes

07 November 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

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.

Keywords

decarboxylation
dehydrogenation
copper
catalysis
styrene
oxidation

Supplementary materials

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Description
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Supporting Information
Description
Experimental details, spectral data, 1H and 13C NMR spectra (PDF)
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