Scalable Synthesis of 1,5-Diazabicyclo[3.1.0]hexanes Using <i>N</i>-Chlorosuccinimide as Chlorinating Agent

An optimized synthetic approach toward the assembly of 1,5-diazabicyclo[3.1.0]hexanes (bicyclic diaziridines) was developed. This protocol involves the utilization of <i>N</i>-chlorosuccinimide as a convenient and easy-to-handle chlorinating agent, which in combination with carbonyl compounds and 1,3-diaminopropane enables a preparation of a wide set of target diaziridines. High yields, structural diversity and scalability demonstrate the broad applicability of this procedure for further investigations.