Direct access to polycyclic imidazolium salts via decarboxylative condensation of α-enaminones with proline

Yuval Simha; Gil Daniels; Amalya Goldman; Elihay Kuniavsky; Dmitry Tsvelikhovsky

doi:10.1039/d3gc00896g

Direct access to polycyclic imidazolium salts via decarboxylative condensation of α-enaminones with proline

Yuval Simha, Gil Daniels, Amalya Goldman, Elihay Kuniavsky, Dmitry Tsvelikhovsky^*

^*Corresponding author for this work

School of Pharmacy

Research output: Contribution to journal › Article › peer-review

Abstract

A new strategy for direct access to fully substituted polycyclic imidazolium salts, based on the interaction of α-enaminones with proline in the presence of variety of counter-ions, is reported. The developed open-flask operation is catalyst-, metal-, and Lewis acid-free green process, which requires no ion-exchange step, not limited to aryl substituents, and generally results in good yields and minimal formation of side products.

Original language	American English
Pages (from-to)	5916-5921
Number of pages	6
Journal	Green Chemistry
Volume	25
Issue number	15
DOIs	https://doi.org/10.1039/d3gc00896g
State	Published - 29 May 2023

Bibliographical note

Funding Information:
This project was financially supported by Yissum Research Development Company of the Hebrew University of Jerusalem. We thank Dr Aviva Friedman-Ezra for NMR and DSC assistance. We thank Prof. Raed Abu-Reziq for TGA assistance.

Publisher Copyright:
© 2023 The Royal Society of Chemistry.

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abstract = "A new strategy for direct access to fully substituted polycyclic imidazolium salts, based on the interaction of α-enaminones with proline in the presence of variety of counter-ions, is reported. The developed open-flask operation is catalyst-, metal-, and Lewis acid-free green process, which requires no ion-exchange step, not limited to aryl substituents, and generally results in good yields and minimal formation of side products.",

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AU - Goldman, Amalya

AU - Kuniavsky, Elihay

AU - Tsvelikhovsky, Dmitry

N1 - Funding Information: This project was financially supported by Yissum Research Development Company of the Hebrew University of Jerusalem. We thank Dr Aviva Friedman-Ezra for NMR and DSC assistance. We thank Prof. Raed Abu-Reziq for TGA assistance. Publisher Copyright: © 2023 The Royal Society of Chemistry.

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AB - A new strategy for direct access to fully substituted polycyclic imidazolium salts, based on the interaction of α-enaminones with proline in the presence of variety of counter-ions, is reported. The developed open-flask operation is catalyst-, metal-, and Lewis acid-free green process, which requires no ion-exchange step, not limited to aryl substituents, and generally results in good yields and minimal formation of side products.

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Direct access to polycyclic imidazolium salts via decarboxylative condensation of α-enaminones with proline

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