Stereoselective construction of vicinal diamines. Part 3.1 Routes to the benz[ f ]indeno[1,7-bc] azepine and benz[e]indeno[2,1-b][1,4]diazepine ring systems

Abstract

The trans-1-anilino-2-aminoindane derivative 2a derived from the adduct 1 of indene and N,N-dichlorourethane is suitably functionalised for further elaboration to give novel fused ring systems. This report describes the use of 2a to provide access to the benz[ f ]indeno[1,7-bc] azepines 4a,b and the benz[e]indeno[2,1-b][1,4]diazepines 5a,b. Further elaboration of 4a affords a route to the diazabenzo[5,6]cyclohepta[def]fluorene 9.