41120-19-8Relevant academic research and scientific papers
Oxygen-Substituted Isocyanates: Blocked (Masked) Isocyanates Enable Controlled Reactivity
Ivanovich, Ryan A.,Polat, Dilan E.,Beauchemin, André M.
, p. 4289 - 4293 (2017)
Oxygen-substituted isocyanates (O-isocyanates) are rare isocyanates with a reported propensity to trimerize, a side-reaction that severely limited their use in synthesis. Herein, the development of blocked (masked) O-isocyanate precursors that form this reactive intermediate in situ provide controlled reactivity, allowing the first examples of cascade reactions involving O-isocyanates. Complex hydroxylamine-derived hydantoins and dihydrouracil compounds can be rapidly assembled from α- and β-amino esters, illustrating the convenience of masked O-isocyanates as hydroxylamine derived building blocks. Evidence for the intermediacy of an O-isocyanate intermediate is provided. (Figure presented.).
