A Metal-Free Cycloaddition of α-Diazoacetates with Amino Acid-Derived NHPI Esters for the Facile Synthesis of 1,2,4-Triazoles

Luo, Mingyu; Shen, Qiushi; Su, Heyi; Li, Jian Mei; Chan, Chun-Ming; Yu, Wing-Yiu

doi:10.1021/acs.orglett.4c01852

Org. Lett.

2024

DOI: 10.1021/acs.orglett.4c01852

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A Metal-Free Cycloaddition of α-Diazoacetates with Amino Acid-Derived NHPI Esters for the Facile Synthesis of 1,2,4-Triazoles

Mingyu Luo,

Qiushi Shen,

Heyi Su

et al.

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Visible‐Light Enabled Synthesis of 1‐Aryl‐3‐Sulfonylmethyl‐1,2,4‐Triazoles by Arylazo Sulfones

Nicchio,

Di Terlizzi,

Fagnoni

et al. 2024

Adv Synth Catal

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We present a novel and highly efficient method for synthesizing polyfunctionalized 1,2,4‐triazoles. This approach leverages visible light and arylazo sulfones in combination with N‐vinyl amides, in the environmentally friendly solvent ethyl acetate. Remarkably, the reaction proceeds without the need for (photo)catalysts, ensuring near‐perfect atom economy and producing only water as a by‐product. This method exhibits excellent functional group tolerance and can be scaled for both batch and continuous‐flow processes.

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Visible‐Light Enabled Synthesis of 1‐Aryl‐3‐Sulfonylmethyl‐1,2,4‐Triazoles by Arylazo Sulfones

Nicchio,

Di Terlizzi,

Fagnoni

et al. 2024

Adv Synth Catal

View full text Add to dashboard Cite

show abstract

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A Metal-Free Cycloaddition of α-Diazoacetates with Amino Acid-Derived NHPI Esters for the Facile Synthesis of 1,2,4-Triazoles

Cited by 1 publication

References 25 publications

Visible‐Light Enabled Synthesis of 1‐Aryl‐3‐Sulfonylmethyl‐1,2,4‐Triazoles by Arylazo Sulfones

Visible‐Light Enabled Synthesis of 1‐Aryl‐3‐Sulfonylmethyl‐1,2,4‐Triazoles by Arylazo Sulfones

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