Organocatalytic alkylation and photoorganocatalyst-free acylation of azomethine imines by Hantzsch esters under blue LED light

Li, Jiacheng; Phetcharawetch, Jongkonporn; Qi, Minghao; Kyne, Sara Helen; Kuhakarn, Chutima; Zhong, Bingwei; Chan, Philip Wai Hong

doi:10.1039/d3nj03780k

New J. Chem.

2023

DOI: 10.1039/d3nj03780k

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Organocatalytic alkylation and photoorganocatalyst-free acylation of azomethine imines by Hantzsch esters under blue LED light

Jiacheng Li,

Jongkonporn Phetcharawetch,

Minghao Qi

et al.

Abstract: Photoorganocatalytic alkylation of azomethine imines by 4-alkyl- and 4-acyl-substituted Hantzsch esters under blue LED light to give 1-alkyl- and 1-acyl-substituted-pyrazolidin-3-ones.

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Cited by 2 publications

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Mendeleev Communications

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Visible light-driven decarboxylative alkylation of azomethine imines with carboxylic acids

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et al. 2024

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Acyl-1,4-Dihydropyridines: Universal Acylation Reagents for Organic Synthesis

Manoharan,

Bieszczad

2024

Molecules

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Acyl-1,4-dihydropyridines have recently emerged as universal acylation reagents. These easy-to-make and bench-stable NADH biomimetics play the dual role of single-electron reductants and sources of acyl radicals. This review article discusses applications of acyl-1,4-dihydropyridines in organic synthesis since their introduction in 2019. Acyl-1,4-dihydropyridines, activated by photochemical, thermal or electrochemical methods, have been successfully applied as radical sources in multiple diverse organic transformations such as acyl radical addition to olefins, alkynes, imines and other acceptors, as well as in the late-stage functionalisation of natural products and APIs. Release of acyl radicals and an electron can be performed under mild conditions—in green solvents, under air and sunlight, and without the use of photocatalysts, photosensitizers or external oxidants—which makes them ideal reagents for organic chemists.

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Organocatalytic alkylation and photoorganocatalyst-free acylation of azomethine imines by Hantzsch esters under blue LED light

Abstract: Photoorganocatalytic alkylation of azomethine imines by 4-alkyl- and 4-acyl-substituted Hantzsch esters under blue LED light to give 1-alkyl- and 1-acyl-substituted-pyrazolidin-3-ones.

Cited by 2 publications

References 53 publications

Visible light-driven decarboxylative alkylation of azomethine imines with carboxylic acids

Visible light-driven decarboxylative alkylation of azomethine imines with carboxylic acids

Acyl-1,4-Dihydropyridines: Universal Acylation Reagents for Organic Synthesis

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