Abstract
Chromic acid oxidation of N-phthalimidoacetylindoles (4) caused cleavage of the indole 2, 3-double bond affording the expected 2'-benzoyl-2-phthalimidoacetanilides (5). Ozonolysis, on the other hand, resulted in the formation and isolation of the stable crystalline ozonides (6). Ozonides (6) as well as 5 were shown to be converted into benzodiazepin-2-one (7) by treatment with hydrazine hydrate.