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Copper-Catalyzed Decarboxylative Elimination of Carboxylic Acids to Styrenes

Research output: Contribution to journalArticlepeer-review

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.

Original languageEnglish (US)
Pages (from-to)1713-1719
Number of pages7
JournalJournal of Organic Chemistry
Volume88
Issue number3
DOIs
StatePublished - Feb 3 2023
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2023 American Chemical Society.

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