Synthesis and Conformation of Hexahydro-isoquino[ 1,2-b][3]benzazepines
~The synthesis of the six hexahydro-isoquino [ 1,2-b][3]benzazepines 13a-f is described; their conformation is investigated by NMR spectroscopic methods, X-ray analysis and dehydrogenation with mercury(I1) acetate. Die beiden Hydroxyester 4 und 6 wurden nun rnit den drei verschieden substituierten (2-Phenylethy1)aminen 5a-c zu den Hydroxyamiden 7a-f kondensiert. Je nach Amin-
Synthesis and Conformation of Hexahydro-isoquino[3,2-a][2]benzazepines of the B-Homoberbine TypeSchema 3 Schema 2 R*l+* M e 0 POCI3/MeCN J MeO-R3 M e 0 7 , 51 M e 0 %-9a ' NH M e 0 A Imidlacton ,I --*I
The synthesis of three isomeric benzoxepinones 2, 7 and 8 by oxidation of the w-diols 1 and 6 with silver carbonate on Celite is reported.Aus 6und y-Lactonen konnen rnit Arylalkylaminen Hydroxyamide hergestellt werden, die sich in Folgereaktionen zu tetracyclischen Ringsystemen cyclisieren lassen"]. Als Lactonkomponenten sollten nun die &-Lactone 3-Benzoxepin-2-on (2), 2-Benzoxepin-1-on (7) und 2-Benzoxepin-3-011 (8) eingesetzt werden. 1983 wurde die Synthese von 2['] beschrieben; fur 7 sind insgesamt drei sehr aufwendige Herstellungen bekannt 13-61.
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