Dichloromethane as a Carbon Source for the Base Promoted Synthesis of Methylene-Bridged Bis-Enaminones and Bis-Pyrazoles

The reactions of NH-enaminones with dichloromethane (DCM) leading to the synthesis of methylene-bridged bis-enaminones have been realized under redox neutral conditions wherein the DCM acts as both the reaction medium and methylene donor. The substrates of bulk chemical DCM and easily accessible enaminones make the present method rather practical, thus enabling the efficient synthesis of methylene-bridged bis-pyrazoles via simple condensation of the methylene-bridged bis-enaminones with hydrazines under acid promotion.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-02-02
DOI
https://doi.org/10.1021/acs.joc.5c02633
Primary Topic
Synthesis and Characterization of Pyrroles
Type
article
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article

Dichloromethane as a Carbon Source for the Base Promoted Synthesis of Methylene-Bridged Bis-Enaminones and Bis-Pyrazoles

Ying Liu, Jie-Ping Wan, Jingyan Liu, Wanting Liang
The Journal of Organic Chemistry
Synthesis and Characterization of Pyrroles
article

Dichloromethane as a Carbon Source for the Base Promoted Synthesis of Methylene-Bridged Bis-Enaminones and Bis-Pyrazoles

Ying Liu, Jie-Ping Wan, Jingyan Liu, Wanting Liang
article en

Abstract

The reactions of NH-enaminones with dichloromethane (DCM) leading to the synthesis of methylene-bridged bis-enaminones have been realized under redox neutral conditions wherein the DCM acts as both the reaction medium and methylene donor. The substrates of bulk chemical DCM and easily accessible enaminones make the present method rather practical, thus enabling the efficient synthesis of methylene-bridged bis-pyrazoles via simple condensation of the methylene-bridged bis-enaminones with hydrazines under acid promotion.

The Journal of Organic ChemistryVol. 91(6)
Nanjing Forestry University (CN), Jiangxi Normal University (CN)
Clean water and sanitation
Openalex Percentile: Top 68%
Synthesis and Characterization of Pyrroles
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