Polycondensed nitrogen heterocycles. VII. 5,6‐Dihydro‐7‐h‐pyrrolo[1,2‐<i>D</i>]‐[1,4] benzodiazepin‐6‐ones. A novel series of annelatcd 1,4‐benzodiazepines

Abstract

Abstract The synthesis of a novel class of annelated 1,4‐benzodiazepinen, the 2‐R‐3 methyl‐5,6‐dihydro‐7 H ‐pyrrolo[1,2‐ d ][1,4]benzodiazepin‐6‐ones (Ve‐e), is described. The reaction of 2‐(o‐aminophenyl)‐3‐R‐5‐methylpyrroles(IIIa,b) with bromoacetyl bromide in the presence of triethylamine produced the title compounds. An alternative synthetic route was achieved by means of the reactions of 1a,b with the appropriated α‐aminoacids. The catalytic reduction of IVe‐e over 10% palladium on charcoal led in good to excellent yields directly to the formation of pyrrolo[1,2‐ d ]‐[1,4]benzodiazepines (Ve‐e).