The synthesis of new pyrido[3′,2′:5,6]thiopyrano[3,2-b]indol-5(6H)-ones was accomplished by the Fischer-indole cyclization of some 2,3-dihydro-3-phenylhydrazonothiopyrano[2,3-b]pyridin-4(4H)-ones, obtained from the 2,3-dihydro-3-hydroxymethylenethiopyrano[2,3-b]pyridin-4(4H)-one, by the Japp-Klingemann reaction. 6H-Pyrido[3′,2′:5,6]thiopyrano[4,3-b]quinolines were obtained by reaction of 2,3-dihydrothiopyrano-[2,3-b]pyridin-4(4H)-ones with o-aminobenzaldehyde or 5-substituted isatins. The preparation of some derivatives, functionalized with an alkylamino-substituted side chain, is also described.
Synthesis of novel pyrido[3',2':5,6]thiopyrano[3,2-b]indol-5(6H)-ones and 6H-pyrido[3',2':5,6]thiopyrano[4,3-b]quinolines,two new heterocyclic systems.
MARINI, ANNA MARIA;DA SETTIMO PASSETTI, FEDERICO;SALERNO, SILVIA;SIMORINI, FRANCESCA;LA MOTTA, CONCETTINA;
2002-01-01
Abstract
The synthesis of new pyrido[3′,2′:5,6]thiopyrano[3,2-b]indol-5(6H)-ones was accomplished by the Fischer-indole cyclization of some 2,3-dihydro-3-phenylhydrazonothiopyrano[2,3-b]pyridin-4(4H)-ones, obtained from the 2,3-dihydro-3-hydroxymethylenethiopyrano[2,3-b]pyridin-4(4H)-one, by the Japp-Klingemann reaction. 6H-Pyrido[3′,2′:5,6]thiopyrano[4,3-b]quinolines were obtained by reaction of 2,3-dihydrothiopyrano-[2,3-b]pyridin-4(4H)-ones with o-aminobenzaldehyde or 5-substituted isatins. The preparation of some derivatives, functionalized with an alkylamino-substituted side chain, is also described.File in questo prodotto:
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