[3+1+1] cyclization of vinyl oxiranes with azides and CO by tandem palladium catalysis: efficient synthesis of oxazolidinones

An efficient [3 + 1 + 1] cyclization of vinyl oxiranes for the synthesis of oxazolidinones has been developed via tandem palladium catalysis. This reaction provides an atom- and step-efficient strategy to produce oxazolidinones from readily available azides and carbon monoxide under mild additive- and base-free conditions. The mechanistic studies showed that the reaction occurred through an in situ generated isocyanate intermediate.

Automated summary

A efficient [3 + 1 + 1] cyclization of vinyl oxiranes has been developed for the synthesis of oxazolidinones via tandem palladium catalysis. This reaction provides an atom- and step-efficient strategy to produce oxazolidinones from readily available azides and carbon monoxide under mild additive- and base-free conditions. Mechanistic studies demonstrated that the reaction occurred through an in situ generated isocyanate intermediate.