James V. Earley

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.

Synthesis of Substituted (2-Aminophenyl)-3-(and-4-)Pyridinylmethanones

Abstract A one-step procedure for the preparation of substituted (2-aminophenyl)-3-(and -4-)pyridinylmethanones is described.

Quinazolines and 1,4-benzodiazepines. Part XXXII. The acetic anhydride rearrangement of 1,4-benzodiazepinones to isoindoles

1,3-Dihydro-5-phenyl-2H-1,4-benzodiazepin-2-ones unsubstituted in the 1-position rearrange to 1-acetyliso-indoles in the presence of acetic anhydride and pyridine. The structure of the rearranged products has been established by alternative syntheses, and the mechanism of the rearrangement is discussed.