Email this article Fused pyrimidine systems: XVI. Electrophilic intramolecular cyclization of 2-(alkenylsulfanyl)pteridin-4(3H)-ones
- Authors: Dyachenko I.V.1, Vas’kevich R.I.1,2, Vas’kevich A.I.3, Shishkina S.V.4,5, Vovk M.V.1
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Affiliations:
- Institute of Organic Chemistry
- R&D Enterprise “Enamin,”
- National Technical University of Ukraine, “Kiev Polytechnic Institute,”
- State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of Ukraine
- Karazin Kharkiv National University
- Issue: Vol 52, No 5 (2016)
- Pages: 745-752
- Section: Article
- URL: https://journals.rcsi.science/1070-4280/article/view/214410
- DOI: https://doi.org/10.1134/S1070428016050225
- ID: 214410
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Abstract
2-[Allyl(but-3-en-1-yl, pent-4-en-1-yl)sulfanyl]pteridin-4(3Н)-ones at heating in polyphosphoric acid undergo an intramolecular cyclization affording respectively 9-methyl-8,9-dihydro-5H-[1,3]thiazolo[3,2-a] pteridin-5-one and 10-methyl(ethyl)-9,10-dihydro-5Н,8Н-[1,3]thiazino[3,2-a]pteridin-5-ones of angular structure. The cyclization of 2-(alkenylsulfanyl)pteridin-4(3Н)-ones under the action of iodine or arylsulfenyl chlorides afforded iodo(arylsulfanyl) derivatives of angularly fuzed thiazolo- and thiazinopteridines.
About the authors
I. V. Dyachenko
Institute of Organic Chemistry
Email: vaskevich@ioch.kiev.ua
Ukraine, Murmanskaya ul. 5, Kiev, 02094
R. I. Vas’kevich
Institute of Organic Chemistry; R&D Enterprise “Enamin,”
Email: vaskevich@ioch.kiev.ua
Ukraine, Murmanskaya ul. 5, Kiev, 02094; Kiev
A. I. Vas’kevich
National Technical University of Ukraine, “Kiev Polytechnic Institute,”
Author for correspondence.
Email: vaskevich@ioch.kiev.ua
Ukraine, Kiev
S. V. Shishkina
State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of Ukraine; Karazin Kharkiv National University
Email: vaskevich@ioch.kiev.ua
Ukraine, Kharkiv; Kharkiv
M. V. Vovk
Institute of Organic Chemistry
Email: vaskevich@ioch.kiev.ua
Ukraine, Murmanskaya ul. 5, Kiev, 02094
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