Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science

Synthesis of some tricyclic amines–Hexahydro-1H-indenoazepines and a Hexahydro-1H-benzo-quinoline and -isoquinoline

DD Evans, J Weale and DJ Weyell

Australian Journal of Chemistry 26(6) 1333 - 1336
Published: 1973


2,3,4,4a,5,6-Hexahydro-1H-indeno[7,1-cd]azepine (6), 2,3,3a,4,5,6- hexahydro-1H-benzo[de]quinoline (10), 2,3,3a,4,5,6-hexahydro-1H- benz[de]isoquinoline (12), isolated as their hydrochlorides, and 2,3,4,4a,5,6-hexahydro-1H-indeno[7,1-bc]azepine (8) have been prepared by lithium aluminium hydride reduction of the corresponding lactams which were synthesized from the appropriate tricyclic ketones by Beckmann rearrangement or Schmidt reaction. The base (8) was also synthesized from 1,2,3,4-tetrahydronaphthalene-1,8-dimethanol (15).

© CSIRO 1973

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