Rodney Ian Fryer

The reaction of epoxides with 1,4-benzodiazepines, mechanism and structural assignments

Abstract The reaction of epoxides with the imine moiety of 1,3-dihydro-2 H -1,4-benzodiazepin-2-ones yields oxazolo[3.2-d][1.4]-benzodiazepin-6-(7 H )-ones. A SN-2 initiated two-step mechanism is proposed. The reaction of propylene oxide with 7-chloro-1,3-dihydro-5-phenyl-2 H -1,4-benzodiazepin-2-one affords a mixture of epimers which are resolved and to which structures are assigned.