609769-62-2Relevant articles and documents
Reaction of Ynamides with Iminoiodinane-Derived Nitrenes: Formation of Oxazolones and Polyfunctionalized Oxazolidinones
Rey-Rodriguez, Romain,Grelier, Gwendal,Habert, Lo?c,Retailleau, Pascal,Darses, Benjamin,Gillaizeau, Isabelle,Dauban, Philippe
, p. 11897 - 11902 (2017)
This article describes the reaction of ynamides with metallanitrenes generated in the presence of an iodine(III) oxidant. N-(Boc)-Ynamides are converted to oxazolones via a cyclization reaction. The reaction is mediated by a catalytic dirhodium-bound nitrene species that first behaves as a Lewis acid. The oxazolones can be converted in a one pot manner to functionalized oxazolidinones following a regio- and stereoselective oxyamination reaction with the same nitrene reagent generated in stoichiometric amounts.