Metal-free carboxamidation of P(O)H compounds with in situ formed isocyanates from dioxazolones: a convenient access to carbamoylphosphine oxides

Abstract

A facile and metal-free method for synthesizing structurally diverse carbamoylphosphine oxides from dioxazolones and P(O)H compounds was developed. In these transformations, isocyanates were formed in situ by the decarboxylation and Lossen rearrangement of dioxazolones. This protocol is also compatible with some examples of natural molecule- and pharmaceutical-containing carbamoylphosphine oxide analogues. Furthermore, this method is easy to operate, green, environmentally friendly, avoids highly toxic reagents and features mild reaction conditions, broad substrate scope and moderate to excellent yields, making this protocol highly practical and attractive.