Synthesis and Reactivity of Novel 5-Imino-1,2-oxazole

Abstract

A convenient synthetic approach towards 5-imino-1,2-oxazoles beginning from N-substituted C-benzotriazolated nitrones and Reformatsky reaction reagent is developed. The conversion of trisubstituted 5-imino-1,2-oxazoles into the corresponding 5-functionalized 1,2-oxazoles by interactions with phenyl isocyanates and 20% HCl is provided. In addition, one-pot synthesis of 1,2-oxazole-5-ones is achieved with yield of 85-90%