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Direct Synthesis of Vinylene Carbonates from Aromatic Aldehydes

17 November 2021, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Substituted vinylene carbonates were directly prepared from aromatic aldehydes following a one-pot Benzoin condensation / transcarbonation sequence under solvent-free conditions. The combination of a N-phenyl substituted triazolium salt NHC precursor and 4-dimethylaminopyridine (DMAP) was found essential to reach high yield and selectivity. The reaction scope was investigated with a range of aromatic aldehydes and the corresponding vinylene carbonates were obtained with 32-86% isolated yields (14 examples).

Keywords

Aldehydes
Benzoin condensation
Transcarbonation
Vinylene carbonates
Organocatalysis

Supplementary materials

Title
Description
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Title
Supporting Information-Direct Synthesis of Vinylene Carbonates from Aromatic Aldehydes
Description
Supporting information containing experimental procedures, characterization data and copies of 1H and 13C NMR spectra.
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Version History

Nov 17, 2021 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2021-mw0p5
D O I: 10.26434/chemrxiv-2021-mw0p5 [opens in a new tab]

Funding

Agence Nationale de la Recherche
ANR-19-CE07-0006-ThermoPESO
Région Auvergne-Rhone-Alpes
SCUSI 2017 009361 01

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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