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Solvent Incorporated Sequential [3+2] Annulation/Substitution Reaction of Azomethine Imines and Propargyl Sulfur Ylide

Abstract

A novel solvent incorporated sequential [3+2] cycloaddition /substitution reaction of azomethine imines with propargyl sulfur ylide was developed. In the actual three-component reaction, propargyl sulfur ylide acts as dipole reagent to furnish the annulation with azomethine imines, following with protonic solvents acting as nucleophiles. The simple, mild, catalyst-free and practical protocol allows for the formation of N, N-bicyclic pyrazolidinones in moderate to excellent yields. Further transformation and gram-scale operations could also be achieved efficiently.

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Publication details

The article was received on 05 Dec 2017, accepted on 11 Jan 2018 and first published on 11 Jan 2018


Article type: Communication
DOI: 10.1039/C7OB03012F
Citation: Org. Biomol. Chem., 2018, Accepted Manuscript
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    Solvent Incorporated Sequential [3+2] Annulation/Substitution Reaction of Azomethine Imines and Propargyl Sulfur Ylide

    S. Shen, Y. Yang, J. Duan, Z. Jia and J. Liang, Org. Biomol. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C7OB03012F

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