Thermal transformations of allyl 2-thienyl sulfide and selenide

N. A. Korchevin; E. N. Sukhomazova; N. V. Russavskaya; L. P. Turchaninova; M. V. Sigalov; L. V. Klyba; E. N. Deryagina; M. G. Voronkov

doi:10.1007/BF00486794

Thermal transformations of allyl 2-thienyl sulfide and selenide

N. A. Korchevin, E. N. Sukhomazova, N. V. Russavskaya, L. P. Turchaninova, M. V. Sigalov, L. V. Klyba, E. N. Deryagina, M. G. Voronkov

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

2 Scopus citations

Abstract

In the gas phase at 350-410‡C allyl 2-thienyl sulfide is converted to thiophene-2-thiol, di(2-thienyl) sulfide, and 2-methylthieno[2,3-b]thiophene. In the presence of acetylene thieno[2,3-b]thiophene is formed in addition to these products. Allyl 2-thienyl selenide is converted quantitatively to 2,3-dihydro-2-methylselenopheno[2,3-b]thiophene during fractional distillation in vacuo. Thiophene, di(2-thienyl) selenide, di(2-thienyl) diselenide, thiophene-2-selenol, and 2-methylselenopheno[2,3-b]thiophene are formed in addition to these compounds in the thermolysis of allyl thienyl selenide in the gas phase. In the presence of acetylene the thermal decomposition of allyl thienyl selenide is accompanied by the formation of selenophene.

Original language	English
Pages (from-to)	1049-1052
Number of pages	4
Journal	Chemistry of Heterocyclic Compounds
Volume	27
Issue number	10
DOIs	https://doi.org/10.1007/BF00486794
State	Published - 1 Oct 1991
Externally published	Yes

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Organic Chemistry

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@article{53b35fdb266d4b17ba03e8414a08a01a,

title = "Thermal transformations of allyl 2-thienyl sulfide and selenide",

abstract = "In the gas phase at 350-410‡C allyl 2-thienyl sulfide is converted to thiophene-2-thiol, di(2-thienyl) sulfide, and 2-methylthieno[2,3-b]thiophene. In the presence of acetylene thieno[2,3-b]thiophene is formed in addition to these products. Allyl 2-thienyl selenide is converted quantitatively to 2,3-dihydro-2-methylselenopheno[2,3-b]thiophene during fractional distillation in vacuo. Thiophene, di(2-thienyl) selenide, di(2-thienyl) diselenide, thiophene-2-selenol, and 2-methylselenopheno[2,3-b]thiophene are formed in addition to these compounds in the thermolysis of allyl thienyl selenide in the gas phase. In the presence of acetylene the thermal decomposition of allyl thienyl selenide is accompanied by the formation of selenophene.",

author = "Korchevin, {N. A.} and Sukhomazova, {E. N.} and Russavskaya, {N. V.} and Turchaninova, {L. P.} and Sigalov, {M. V.} and Klyba, {L. V.} and Deryagina, {E. N.} and Voronkov, {M. G.}",

year = "1991",

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doi = "10.1007/BF00486794",

language = "English",

volume = "27",

pages = "1049--1052",

journal = "Chemistry of Heterocyclic Compounds",

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T1 - Thermal transformations of allyl 2-thienyl sulfide and selenide

AU - Korchevin, N. A.

AU - Sukhomazova, E. N.

AU - Russavskaya, N. V.

AU - Turchaninova, L. P.

AU - Sigalov, M. V.

AU - Klyba, L. V.

AU - Deryagina, E. N.

AU - Voronkov, M. G.

PY - 1991/10/1

Y1 - 1991/10/1

N2 - In the gas phase at 350-410‡C allyl 2-thienyl sulfide is converted to thiophene-2-thiol, di(2-thienyl) sulfide, and 2-methylthieno[2,3-b]thiophene. In the presence of acetylene thieno[2,3-b]thiophene is formed in addition to these products. Allyl 2-thienyl selenide is converted quantitatively to 2,3-dihydro-2-methylselenopheno[2,3-b]thiophene during fractional distillation in vacuo. Thiophene, di(2-thienyl) selenide, di(2-thienyl) diselenide, thiophene-2-selenol, and 2-methylselenopheno[2,3-b]thiophene are formed in addition to these compounds in the thermolysis of allyl thienyl selenide in the gas phase. In the presence of acetylene the thermal decomposition of allyl thienyl selenide is accompanied by the formation of selenophene.

AB - In the gas phase at 350-410‡C allyl 2-thienyl sulfide is converted to thiophene-2-thiol, di(2-thienyl) sulfide, and 2-methylthieno[2,3-b]thiophene. In the presence of acetylene thieno[2,3-b]thiophene is formed in addition to these products. Allyl 2-thienyl selenide is converted quantitatively to 2,3-dihydro-2-methylselenopheno[2,3-b]thiophene during fractional distillation in vacuo. Thiophene, di(2-thienyl) selenide, di(2-thienyl) diselenide, thiophene-2-selenol, and 2-methylselenopheno[2,3-b]thiophene are formed in addition to these compounds in the thermolysis of allyl thienyl selenide in the gas phase. In the presence of acetylene the thermal decomposition of allyl thienyl selenide is accompanied by the formation of selenophene.

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U2 - 10.1007/BF00486794

DO - 10.1007/BF00486794

M3 - Article

AN - SCOPUS:34249840513

SN - 0009-3122

VL - 27

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JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

IS - 10

ER -

Thermal transformations of allyl 2-thienyl sulfide and selenide

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