Author/Authors :
Kenyu Tan، نويسنده , , Laurent Jaquinod، نويسنده , , Roberto Paolesse، نويسنده , , Sara Nardis، نويسنده , , Corrado Di Natale، نويسنده , , Aldo Di Carlo، نويسنده , , Luca Prodi، نويسنده , , Marco Montalti، نويسنده , , Nelsi Zaccheroni، نويسنده , , Kevin M Smith، نويسنده ,
Abstract :
α-Lactams (aziridinones) can function to replace two of the three reactants, the oxo-compound and the isonitrile, in the Passerini reaction. Four α-lactams () were reacted with mono- and dicarboxylic acids of positive pKa values to give 2-acyloxycarboxamides () and bis-2-acyloxycarboxamide products and , respectively. The same compounds were also prepared via the Passerini reaction. Acids with a negative pKa decarbonylate α-lactams to give immonium salts. The main path of the reaction depends on the pKa of the acid component, the reactivity of the α-lactam, and the reaction conditions.
