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Paper | Regular issue | Vol 41, No. 10, 1995, pp.2189-2194
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7112
Selective Beckmann Rearrangements. Preparation of Isomeric 2,6- and 3,6-Diazepinoisoquinolines and -pyridoindoles

Pál Scheiber* and Péter Nemes

*Department of Chemistry, University of Veterinary Science, H- 1400 Budapest, P.O.Box 2, Hungary

Abstract

Z and E oximes (2, 3, 6, 7) of some benzoquinolizidones (1) and indoloquinolizidone were converted into isomeric diazepinoisoquinolines (4, 5) and diazepinopyridoindoles (8, 9), respectively, via Beckmann ring enlargement. The 1-isopropyl-1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizin-2-one (1c) exhibits a cis "b" B/C ring junction.