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

New Journal of Chemistry, ISSN: 1369-9261, Vol: 47, Issue: 42, Page: 19421-19427
2023
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Article Description

A synthetic method to prepare 1-alkyl-substituted-pyrazolidin-3-ones efficiently that relies on the 4CzPN-mediated alkylation of azomethine imines by 4-alkyl-substituted-1,4-dihydropyridines (DHPs) under blue light emitting diode (LED) light (λ = 456 nm) is reported. An approach that exploits the ability of blue LED light to initiate the acylation of the imine substrate by 4-acyl-substituted-DHPs to give 1-acyl-substituted-pyrazolidin-3-ones is also presented. Achieved under mild reaction conditions at room temperature, the synthetic protocol was shown to tolerate a broad range of functional groups to afford the corresponding 1-substituted-pyrazolidin-3-ones in yields up to 99%.

Bibliographic Details

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

Royal Society of Chemistry (RSC)

Chemical Engineering; Chemistry; Materials Science

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