Issue 91, 2023

Construction of 5-methyleneoxazolidine-2,4-diones bearing modifiable halogen groups through a halopalladation strategy

Abstract

Based on a halopalladation strategy, we successfully developed a haloesterification reaction of propargylic amides to synthesize a diverse range of 5-(halomethylene)oxazolidine-2,4-diones. This reaction demonstrates good yield and compatibility with various functional groups. Notably, the halogen atoms present in the resulting products can be readily substituted by other functional groups, highlighting the versatility and appeal of this method. Additionally, we have achieved the successful cyclizative dimerization of propargylic amides to produce bisoxazolidine-2,4-dione derivatives.

Graphical abstract: Construction of 5-methyleneoxazolidine-2,4-diones bearing modifiable halogen groups through a halopalladation strategy

Supplementary files

Article information

Article type
Communication
Submitted
09 Sep 2023
Accepted
23 Oct 2023
First published
24 Oct 2023

Chem. Commun., 2023,59, 13631-13634

Construction of 5-methyleneoxazolidine-2,4-diones bearing modifiable halogen groups through a halopalladation strategy

H. Zhan, B. Chen, B. Zhu, X. Li, Z. Han, J. Sun and H. Huang, Chem. Commun., 2023, 59, 13631 DOI: 10.1039/D3CC04475K

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