A facile one-pot synthesis of 3-unsubstituted-2,4-oxazolidinediones via in situ generation of carbamates from α-hydroxyesters using trichloroacetyl isocyanate

✍ Scribed by Yue H. Li; Li Zhang; Pei-San Tseng; Yongliang Zhang; Yu Jin; Jingkang Shen; Jian Jin

• Publisher: Elsevier Science
• Year: 2009
• Tongue: French
• Weight: 154 KB
• Volume: 50
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.11.124

✦ Synopsis

A convenient, high yield one-pot methodology for the synthesis of pharmaceutically interesting 3-unsubstituted-2,4-oxazolidinediones from a-hydroxyesters is described. A primary carbamate was generated in situ from the corresponding a-hydroxyester and trichloroacetyl isocyanate, then converted to the desired 3-unsubstituted 2,4-oxazolidinedione via intramolecular ring closure. This method is amenable to scale-up and requires no chromatographic purification.