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- Title
Palladium‐Catalyzed Synthesis of Carboxylic Acid Anhydrides from Alkenes via in situ Generated Carboxylic Acids.
- Authors
Ramakrishnan, Ashok; Bouwman, Elisabeth
- Abstract
We herein present a carbonylative strategy to synthesize carboxylic acid anhydrides from alkenes from in situ generated carboxylic acids. Formic acid (FA) reacts with alkene and CO under catalytic conditions to generate carboxylic acids. With our established palladium‐based catalytic reaction conditions and modulating the alkene:formic acid ratio to at least 2 : 1, acid anhydrides were effectively generated from alkenes. The catalytic process was applied to various alkenes, simple as well as with various functional groups, to give moderate to excellent yields as observed with NMR and upon isolation of the corresponding (linear) amide produced on derivatization. Furthermore, one‐pot derivatization of the reaction mixtures provides direct access to various acyl‐based molecules including phenolic esters, primary amides, thioesters and ketones, which otherwise require special conditions for their synthesis via carbonylation.
- Subjects
CARBOXYLIC acids; ANHYDRIDES; FORMIC acid; ALKENES; AMIDES; KETONES
- Publication
ChemCatChem, 2024, Vol 16, Issue 10, p1
- ISSN
1867-3880
- Publication type
Article
- DOI
10.1002/cctc.202301717