Reactions of 2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d] pyrimidin-4(3H)-one with arylsulfenyl chlorides

A. I. Vas'kevich, R. I. Vas'kevich, V. I. Staninets, Sergii Buth, A. N. Chernega

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d] pyrimidin-4(3H)-one with arylsulfenyl chlorides in chloroform gave products of anti-Markownikoff Ad E-addition. The use of nitromethane as solvent in the presence of lithium perchlorate additives favored intramolecular electrophilic cyclization into 1-arylsulfanyl-1,2,6,7,8,9-hexahydro-4H-benzo[4, 5]thieno[3,2-e][1,3]thiazolo[3,2-a]-pyrimidin-5-one.

Original languageEnglish (US)
Pages (from-to)1526-1531
Number of pages6
JournalRussian Journal of Organic Chemistry
Volume43
Issue number10
DOIs
StatePublished - Oct 2007
Externally publishedYes

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Cyclization
Chloroform
Chlorides
nitromethane
lithium perchlorate

ASJC Scopus subject areas

  • Organic Chemistry

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Reactions of 2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d] pyrimidin-4(3H)-one with arylsulfenyl chlorides. / Vas'kevich, A. I.; Vas'kevich, R. I.; Staninets, V. I.; Buth, Sergii; Chernega, A. N.

In: Russian Journal of Organic Chemistry, Vol. 43, No. 10, 10.2007, p. 1526-1531.

Research output: Contribution to journalArticle

Vas'kevich, A. I. ; Vas'kevich, R. I. ; Staninets, V. I. ; Buth, Sergii ; Chernega, A. N. / Reactions of 2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d] pyrimidin-4(3H)-one with arylsulfenyl chlorides. In: Russian Journal of Organic Chemistry. 2007 ; Vol. 43, No. 10. pp. 1526-1531.
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abstract = "2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d] pyrimidin-4(3H)-one with arylsulfenyl chlorides in chloroform gave products of anti-Markownikoff Ad E-addition. The use of nitromethane as solvent in the presence of lithium perchlorate additives favored intramolecular electrophilic cyclization into 1-arylsulfanyl-1,2,6,7,8,9-hexahydro-4H-benzo[4, 5]thieno[3,2-e][1,3]thiazolo[3,2-a]-pyrimidin-5-one.",
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AU - Vas'kevich, A. I.

AU - Vas'kevich, R. I.

AU - Staninets, V. I.

AU - Buth, Sergii

AU - Chernega, A. N.

PY - 2007/10

Y1 - 2007/10

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