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Updated: Jun 14, 2025
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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
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Acyl-1,4-Dihydropyridines: Universal Acylation Reagents for Organic Synthesis
Karthikeyan Manoharan1, Bartosz Bieszczad1,2
1Centre for Synthesis and Chemical Biology, School of Chemistry, University College Dublin, Belfield, D04 V1W8 Dublin, Ireland.
Molecules (Basel, Switzerland)
|August 29, 2024
Summary
Acyl-1,4-dihydropyridines are versatile reagents for organic synthesis. These NADH biomimetics act as electron reductants and acyl radical sources, enabling mild and sustainable chemical transformations.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
- Radical Chemistry
Background:
- Acyl-1,4-dihydropyridines are novel NADH biomimetics.
- They function as both single-electron reductants and acyl radical sources.
- Their bench-stable nature simplifies handling and storage.
Purpose of the Study:
- To review the applications of acyl-1,4-dihydropyridines in organic synthesis.
- To highlight their utility as acyl radical precursors.
- To discuss their role in various organic transformations since 2019.
Main Methods:
- Activation via photochemical, thermal, or electrochemical methods.
- Application as radical sources in diverse organic reactions.
- Utilized in late-stage functionalization of natural products and APIs.
Main Results:
- Successful application in acyl radical addition to olefins, alkynes, and imines.
- Demonstrated utility in functionalizing complex molecules.
- Mild reaction conditions achieved using green solvents, air, and sunlight.
Conclusions:
- Acyl-1,4-dihydropyridines are efficient and versatile reagents for generating acyl radicals.
- These reagents enable sustainable organic synthesis under mild, catalyst-free conditions.
- Their broad applicability makes them valuable tools for synthetic chemists.
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