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Derivatives of 10,11-dihydro-5H-dibenzo[a,d]cycloheptene and related compounds V: Homologous 4-azaketones and derivatives

✍ Scribed by Frank J. Villani; Claire A. Ellis; Thomas A. Mann

Publisher: John Wiley and Sons
Year: 1971
Tongue: English
Weight: 371 KB
Volume: 60
Category: Article
ISSN: 0022-3549
DOI: 10.1002/jps.2600601038

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✦ Synopsis

7,12-tetrahydrocycloocta[1,26]pyridine-12-one (111) and 5,&benzo-5,6,11,12-tetrahydrocycloocta-[l,B]pyridine-11-one (IV) were prepared. Wolff-Kishner reduction gave the corresponding azahydrocarbons (VIIa and IX). Alkylation of 6,7-benzo-12H-5,6,7,12-tetrahydrocycloocta[1,~]pyridine, using potassium amide and liquid ammonia, gave the corresponding 12dialkylaminoakyl derivatives (VIIb and VIIc). The dehydration of 12hydroxy -12 -(1methyl -4piperidyl) -6,7benzo -12H-5,6,7,12-tetrahydrocycloocta[l,2b]pyridine (V), prepared by two methods, gave 4-aza-4b-( l-methyl-Cpiperidyl)-9,1O-dihydroindeno-[1,2u]indene (VI). The compounds were without significant biological activity. Keyphrases 0 CAzaketones and derivatives-synthesis, screened for biological activity I J 10,l l-Dihydro-5H-dibenzo[a,~cycloheptene and related compounds-synthesis of Cazaketones and derivatives

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