Synthesis of 10-alkylsulfanyl-substituted pyrido-[4',3':4,5]thieno[3,2-d]pyrimidines annulated with pyran, cyclohexane, and cyclopentane rings

We propose a single-step procedure for the synthesis of 8-oxo-10-sulfanylpyrido[4',3':4,5]thieno[3,2- d ]pyrimidines, annulated with pyran, cyclohexane, or cyclopentane rings. The alkylation of these compounds in aqueous DMF solution of KOH at room temperature was shown to proceed regiosel...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2016-05, Vol.52 (5), p.337-345
Main Authors: Paronikyan, Ervand G., Dashyan, Shushanik Sh, Minasyan, Nune S., Stepanyan, Grachya M., Babaev, Evgene V.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Cyclohexane
Organic Chemistry
Pentane
Pharmacy
Pyridine
Pyrimidines
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Summary:We propose a single-step procedure for the synthesis of 8-oxo-10-sulfanylpyrido[4',3':4,5]thieno[3,2- d ]pyrimidines, annulated with pyran, cyclohexane, or cyclopentane rings. The alkylation of these compounds in aqueous DMF solution of KOH at room temperature was shown to proceed regioselectively and led to the formation of S -substituted products. Amino- and alkoxy-substituted derivatives of tetracyclic thieno[3,2- d ]pyrimidines were synthesized. The antimicrobial activity of the obtained compounds was studied on Grampositive staphylococci and Gram-negative rods.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-016-1887-6