DBU-promoted ring-opening reactions of multi-substituted donor–acceptor cyclopropanes: access to functionalized chalcones with a quaternary carbon group

Naili Luo; Jiamin Liu; Shan Wang; Cunde Wang

doi:10.1039/D0OB01895C

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DBU-promoted ring-opening reactions of multi-substituted donor–acceptor cyclopropanes: access to functionalized chalcones with a quaternary carbon group†

Naili Luo,^a Jiamin Liu,^a Shan Wang^a and Cunde Wang

*^a

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* Corresponding authors

^a School of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Street, Yangzhou 225002, P. R. China
E-mail: wangcd@yzu.edu.cn

Abstract

A convenient and straightforward strategy to synthesize Z-configuration chalcones with alkylcyanoacetate subunits via DBU-promoted ring-opening reactions of multi-substituted D–A cyclopropanes has been developed. This reaction did not require a transition metal catalyst and extra solvent, and haloalkanes acted as both an alkylation reagent and solvent.

This article is part of the themed collection: Synthetic methodology in OBC

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DOI: https://doi.org/10.1039/D0OB01895C
Article type: Communication
Submitted: 15 Sep 2020
Accepted: 22 Oct 2020
First published: 26 Oct 2020

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Org. Biomol. Chem., 2020,18, 9210-9215

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DBU-promoted ring-opening reactions of multi-substituted donor–acceptor cyclopropanes: access to functionalized chalcones with a quaternary carbon group

N. Luo, J. Liu, S. Wang and C. Wang, Org. Biomol. Chem., 2020, 18, 9210 DOI: 10.1039/D0OB01895C

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Organic & Biomolecular Chemistry

DBU-promoted ring-opening reactions of multi-substituted donor–acceptor cyclopropanes: access to functionalized chalcones with a quaternary carbon group†

Abstract

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DBU-promoted ring-opening reactions of multi-substituted donor–acceptor cyclopropanes: access to functionalized chalcones with a quaternary carbon group

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