Cascade C–C bond cleavage/reformation and cycloaddition for the synthesis of 4-acyl 1,2,3-triazoles from β-alkyl nitroalkenes and organic azides

Lei Zheng; Tao Yi; Ruilin Fang; Zhong‐Zhen Zhou; Can Wang; Yunfeng Chen

doi:10.1039/d3qo01086d

January 1, 2023Organic Chemistry Frontiers

Cascade C–C bond cleavage/reformation and cycloaddition for the synthesis of 4-acyl 1,2,3-triazoles from β-alkyl nitroalkenes and organic azides

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Key Points

To establish a synthetic route toward 4-acyl-1,2,3-triazoles using β-alkyl nitroalkenes and organic azides.
Applied copper(II) catalysis to mediate the coupling of β-alkyl nitroalkenes with organic azides.
Operated a one-pot cascade mechanism combining carbon–carbon (C–C) bond cleavage, reformation, and cycloaddition.
Successfully delivered functionalized 4-acyl-1,2,3-triazole scaffolds through a consecutive cascade reaction sequence.

Implication

Experimental study demonstrates copper-catalyzed synthesis of 4-acyl 1,2,3-triazoles from nitroalkenes and azides, highlighting an efficient cascade pathway.

Abstract

A copper( ii )-catalyzed synthesis of 4-acyl-1,2,3-triazoles from β-alkyl-nitroalkenes and organic azides via a cascade C–C bond cleavage/reformation and cycloaddition reaction sequence.

Discussion

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Cite This Study

Zheng et al. (2023) studied this question.

synapsesocial.com/papers/6a98772be69854433b9fb4fd https://doi.org/10.1039/d3qo01086d

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Cascade C–C bond cleavage/reformation and cycloaddition for the synthesis of 4-acyl 1,2,3-triazoles from β-alkyl nitroalkenes and organic azides

Key Points

Implication

Abstract

Discussion

Cite This Study

Cascade C–C bond cleavage/reformation and cycloaddition for the synthesis of 4-acyl 1,2,3-triazoles from β-alkyl nitroalkenes and organic azides

Key Points

Implication

Abstract

Discussion

Cite This Study

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