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Synlett
DOI: 10.1055/a-2589-5229
DOI: 10.1055/a-2589-5229
synpacts
One Carbon at a Time: Unlocking Iterative Carboxylic Acid Homologation
We thank the Engineering and Physical Sciences Research Council (EPSRC, New Investigator Award, EP/V006401/1 to M.S.), the UK Research and Innovation (UKRI, Horizon Europe Guarantee ERC Starting Grant EP/X042766/1 to M.S.), and the University of Nottingham for funding.
Abstract
The development of a direct and iterative protocol for carboxylic acid homologation has constituted a long-standing challenge in synthesis. We recently disclosed an efficient and practical strategy for the homologation of unmodified carboxylic acids, which exploits the visible-light photoredox reactivity of nitroethylene. This Synpacts article aims to provide an overview of the motivation behind the design of the homologation strategy and the key insights of its development.
1 Introduction: Homologation Background and Relevance
2 Development of a Direct, Iterative Carboxylic Acid Homologation
2.1 Identifying an Optimal C2-Radical Acceptor for Carboxylic Acid Homologation
2.2 Visible-Light Decarboxylation of Unmodified Carboxylic Acids
3 Conclusion
Key words
photoredox catalysis - homologation reaction - radical chemistry - iterative - carboxylic acidPublication History
Received: 14 March 2025
Accepted after revision: 16 April 2025
Accepted Manuscript online:
16 April 2025
Article published online:
10 June 2025
© 2025. Thieme. All rights reserved
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