Direct Synthesis of Vinylene Carbonates from Aromatic Aldehydes

17 November 2021, Version 1
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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