C-C bond cleavage of aziridines

Aziridines exhibited intriguing and diverse reactivity, and thus have became unique and versatile synthons in organic synthesis. C–N/C-C bond cleavage of aziridine ring is a useful way to serve as three-atom synthons with extensive applications in organic synthesis. 1 In contrast with ordinary solvents, such as Volatile Organic Compounds (VOC), DESs have a very low vapour pressure, and thus are non-flammable. The same reference mentions that DESs have a relatively high viscosities which might hinder their industrial applications as they might not flow easily in the process streams. DESs favorably possess low densities and can be liquid at a wide range of temperatures. Other studied properties for some DESs are their electrical conductivities, pH indices and surface tensions, which might be added to this article by any contributor.3 Unexpected regioselective oxidation of ketoaziridines to the corresponding aldehydes with choline chloride/thiourea is described. This regio-selective reaction presumably precedes via a domino sequence C-C/C-N cleavage of ketoaziridine ring. This metal-free method proved to be efficient for the oxidative cleavage of several ketoaziridines in moderate to good yields.