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- Title
Electrophilic heterocyclization of 6-alken(yn)ylsulfanyl-pyrazolo[3,4- d]pyrimidin-4(5 H)-ones.
- Authors
Bentya, A. V.; Vas'kevich, R. I.; Bol'but, A. V.; Vovk, M. V.; Staninets, V. I.; Turov, A. V.; Rusanov, E. B.
- Abstract
6-Allylsulfanyl-1-arylpyrazolo[3,4- d]pyrimidin-4(5 H)-ones react with iodine and sulfuric acid to give angular pyrazolothiazolopyrimidine derivatives. The reaction of 6-(prop-2-yn-1-ylsulfanyl)-1-(4-tolyl)-pyrazolo[3,4- d]pyrimidin-4(5 H)-one with sulfuric acid gives angularly fused pyrazolo[4,3- e][1,3]thiazolo-[3,2- a]pyrimidin-4-one, whereas in the reaction with sodium methoxide linearly fused pyrazolo[3,4- d][1,3]-thiazolo[3,2- a]pyrimidin-4-one was formed. Linearly fused pyrazolo[3′,4′:4,5]pyrimido[2,1- b][1,3]thiazole derivatives were also obtained by reaction of 1-aryl-6-(3-phenylprop-2-en-1-ylsulfanyl)pyrazolo[3,4- d]pyrimidin-4(5 H)-ones with sulfuric acid.
- Subjects
RING formation (Chemistry); PYRAZOLONES; PYRIMIDINES; THIAZOLES; CHEMICAL reactions; IODINE; SULFURIC acid; FUSION (Phase transformation)
- Publication
Russian Journal of Organic Chemistry, 2008, Vol 44, Issue 9, p1362
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428008090194