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; S. A. But; A. N. Chernega

doi:10.1134/S107042800710020X

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
, S. A. But
, A. N. Chernega

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

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 language	English (US)
Pages (from-to)	1526-1531
Number of pages	6
Journal	Russian Journal of Organic Chemistry
Volume	43
Issue number	10
DOIs	https://doi.org/10.1134/S107042800710020X
State	Published - Oct 2007
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1134/S107042800710020X

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@article{971b7cec3c054463806c30376cb9473e,

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

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.",

author = "Vas'kevich, \{A. I.\} and Vas'kevich, \{R. I.\} and Staninets, \{V. I.\} and But, \{S. A.\} and Chernega, \{A. N.\}",

year = "2007",

month = oct,

doi = "10.1134/S107042800710020X",

language = "English (US)",

volume = "43",

pages = "1526--1531",

journal = "Russian Journal of Organic Chemistry",

issn = "1070-4280",

publisher = "Pleiades Publishing",

number = "10",

}

TY - JOUR

T1 - Reactions of 2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d] pyrimidin-4(3H)-one with arylsulfenyl chlorides

AU - Vas'kevich, A. I.

AU - Vas'kevich, R. I.

AU - Staninets, V. I.

AU - But, S. A.

AU - Chernega, A. N.

PY - 2007/10

Y1 - 2007/10

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/36349005291

UR - https://www.scopus.com/pages/publications/36349005291#tab=citedBy

U2 - 10.1134/S107042800710020X

DO - 10.1134/S107042800710020X

M3 - Article

AN - SCOPUS:36349005291

SN - 1070-4280

VL - 43

SP - 1526

EP - 1531

JO - Russian Journal of Organic Chemistry

JF - Russian Journal of Organic Chemistry

IS - 10

ER -

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

Abstract

ASJC Scopus subject areas

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