Mechanistic Aspects of Copper-Catalyzed Decarboxylative Coupling Reactions of (Hetero)Aryl Carboxylic Acids

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Abstract

Copper-catalyzed oxidative decarboxylative coupling reactions of benzoic acids have emerged as attractive routes to access functionalized arenes. Unfortunately, substrate scope limitations and forcing reaction conditions have prevented the widespread implementation of these methodologies. A mechanistic understanding of these systems could enable the development of more robust reactions, yet few studies have targeted the mechanistic elucidation of these complex systems. This article reviews the copper-catalyzed decarboxylation reactions of hetero(aromatic) acids, including protodecarboxylations, redox-neutral decarboxylative couplings, and oxidative decarboxylative coupling reactions. We emphasize the mechanistic insights learned from each system to build a framework for understanding copper-catalyzed decarboxylative coupling reactions.

Original languageEnglish (US)
Pages (from-to)169-200
Number of pages32
JournalComments on Inorganic Chemistry
Volume37
Issue number4
DOIs
StatePublished - Jul 4 2017
Externally publishedYes

Bibliographical note

Funding Information:
I am grateful to West Virginia University, the National Science Foundation (CHE-1454879), and the American Chemical Society Petroleum Research Fund for their support of the research in my lab.

Publisher Copyright:
Copyright © Taylor & Francis Group, LLC.

Keywords

  • catalysis
  • copper
  • decarboxylation
  • mechanism

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