Efficient Synthesis of Amino Lactones via Copper-catalysed Alkene Aminooxygenation

M. Casciotti, J. M. Muñoz-Molina, T. R. Belderrain, P. J. Pérez. Advanced Synthesis & Catalysis, 2025

https://doi.org/10.1002/adsc.202500062

The synthesis of 5–7 membered oxygenated heterocycles by intramolecular aminooxygenation of unsaturated alkenes using commercially available N-fluorobenzenesulfonimide as amination reagent and TpiPr2Cu(NCCH3) as precatalyst is reported. With unsaturated aliphatic carboxylic acids, the corresponding lactones are obtained from moderate to almost quantitative yields employing a catalyst loading of 2.5 mol% under mild conditions, whereas 2-vinylbenzoic acids originate lower yields.