Synthesis of substituted pyrido[3´,2´:4,5]thieno[3,2-c]isoquinolin-5(6H)-ones and their sulfinyl and sulfonyl derivatives

A method for the synthesis of previously unknown pyrido[3´,2´:4,5]thieno[3,2- c ]isoquinolin-5(6 H )-ones was suggested, which includes a condensation reaction of substituted 3-cyanopyridine-2(1 H )-thiones with methyl 2-(chloromethyl)benzoate and subsequent treatment of the condensation products wi...

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Veröffentlicht in:Russian chemical bulletin 2017-03, Vol.66 (3), p.523-530
Hauptverfasser: Kalugin, V. E., Shestopalov, A. M.
Format: Artikel
Sprache:eng
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Zusammenfassung:A method for the synthesis of previously unknown pyrido[3´,2´:4,5]thieno[3,2- c ]isoquinolin-5(6 H )-ones was suggested, which includes a condensation reaction of substituted 3-cyanopyridine-2(1 H )-thiones with methyl 2-(chloromethyl)benzoate and subsequent treatment of the condensation products with potassium tert -butoxide. The oxidation of the condensation products to sulfoxides or sulfones and subsequent treatment of these compounds with potassium tert -butoxide led to substituted pyrido[3´,2´:4,5]thieno[3,2- c ]isoquinolin-5(6 H )-one 11-oxides or substituted pyrido[3´,2´:4,5]thieno[3,2- c ]isoquinolin-5(6 H )-one 11,11-dioxides.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-017-1766-z