An Efficient Synthesis of 3‐Alkyl‐2‐alkyliminooxazolidin‐4‐one via a Domino Reaction

Abstract

3-Alkyl-2-alkyliminooxazolidin-4-ones were prepared from a copper-catalyzed domino intermolecular nucleophilic addition of α-hydroxy-(or mecapto) carboxylic acid ester to carbodiimide and a followed nucleophilic substitution of the formed amino group to carboxylic acid ester. The reactions could be performed under convenient conditions and good yields were achieved in most cases.

Electrochemical Selenylation‐Induced Annulation of Alkenyl Ureas to Access Cyclic Isoureas

“…In 2012, Guchhait's group developed a powerful multicomponent reaction for the synthesis of iodinated cyclic isoureas in one‐pot (Scheme 1b) [5] . In addition, several catalytic system had developed for cyclic isoureas by the employment of transition metal catalyst, such as Pd, [6a–c] Ag, [6c–e] Au, [6d–e] and Cu [6f–h] (Scheme 1c). Moreover, Shibata's group reported the Bu 2 SnI 2 −InCl 3 catalyzed annulation of epoxides and diphenyl carbodiimide to afford cyclic isoureas (Scheme 1d), [7] and Cariou's group reported an iodine(III)‐mediated for the synthesis of cyclic isoureas through cationic cyclizations of unsaturated N ‐alkoxyureas (Scheme 1e) [8] .…”