These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
Preprints are manuscripts made publicly available before they have been submitted for formal peer review and publication. They might contain new research findings or data. Preprints can be a draft or final version of an author's research but must not have been accepted for publication at the time of submission.
The development of
sustainable synthetic routes to access valuable oxazolidinones via CO2
fixation is an active research area, and the aziridine/carbon dioxide coupling
has aroused a considerable interest. This reaction is featured by a high
activation barrier, so to require a catalytic system, and may present some
other critical issues. Here, we describe the straightforward gram-scale
synthesis of a series of 5-aryl-2-oxazolidinones at ambient temperature and
atmospheric CO2 pressure, in the absence of any catalyst/co-catalyst.
The key to this innovative procedure consists in the direct transfer of the pre-formed
amine/CO2 adduct (carbamate) to common aziridine precursors
(dimethylsulfonium salts), replacing the classical sequential addition of amine
(intermediate isolation of aziridine) and then CO2. The reaction
mechanism has been investigated by NMR studies and DFT calculations applied to