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Unusual Chlorlnation of 2,4,4,6-Tetraaryl-4H-thiopyrans to give Carbocyclized Products

Pavel Sebek 1
Pavel Sebek
, 
Petr Sedmera 2
Petr Sedmera
, 
Michal Husak 3
Michal Husak
, 
Jiri Novotny 3
Jiri Novotny
, 
Josef Kuthan 1
Josef Kuthan
1 Department of Organic Chemistry, Institute of Chemical Technology, Prague, Czech Republic
3 Department of Solid State Chemistry, Institute of Chemical Technology, Prague, Czech Republic
10.1070/MC1992v002n03ABEH000154
Published 1992-09-30
Communication , Volume 2, Issue 3, 102-103
4
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Sebek P. et al. Unusual Chlorlnation of 2,4,4,6-Tetraaryl-4H-thiopyrans to give Carbocyclized Products // Mendeleev Communications. 1992. Vol. 2. No. 3. pp. 102-103.
GOST all authors (up to 50) Copy
Sebek P., Sedmera P., Husak M., Novotny J., Kuthan J. Unusual Chlorlnation of 2,4,4,6-Tetraaryl-4H-thiopyrans to give Carbocyclized Products // Mendeleev Communications. 1992. Vol. 2. No. 3. pp. 102-103.
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TY - JOUR
DO - 10.1070/MC1992v002n03ABEH000154
UR - https://mendcomm.colab.ws/publications/10.1070/MC1992v002n03ABEH000154
TI - Unusual Chlorlnation of 2,4,4,6-Tetraaryl-4H-thiopyrans to give Carbocyclized Products
T2 - Mendeleev Communications
AU - Sebek, Pavel
AU - Sedmera, Petr
AU - Husak, Michal
AU - Novotny, Jiri
AU - Kuthan, Josef
PY - 1992
DA - 1992/09/30
PB - Mendeleev Communications
SP - 102-103
IS - 3
VL - 2
ER -
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@article{1992_Sebek,
author = {Pavel Sebek and Petr Sedmera and Michal Husak and Jiri Novotny and Josef Kuthan},
title = {Unusual Chlorlnation of 2,4,4,6-Tetraaryl-4H-thiopyrans to give Carbocyclized Products},
journal = {Mendeleev Communications},
year = {1992},
volume = {2},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1992v002n03ABEH000154},
number = {3},
pages = {102--103},
doi = {10.1070/MC1992v002n03ABEH000154}
}
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MLA Copy
Sebek, Pavel, et al. “Unusual Chlorlnation of 2,4,4,6-Tetraaryl-4H-thiopyrans to give Carbocyclized Products.” Mendeleev Communications, vol. 2, no. 3, Sep. 1992, pp. 102-103. https://mendcomm.colab.ws/publications/10.1070/MC1992v002n03ABEH000154.

Abstract

The reactions of 2,4,4,6-tetraaryl-4H-thiopyrans 1 or 3 with chlorine at room temperature proceed rapidly to give the corresponding 3,5-dichloro derivatives 2 or 4 and then slowly to give 6,7-benzo-1,3,5-triaryl-4,8,8-trichloro-2-thiabicyclo [3.2.1]octa-3,6-dienes 5 or 6; the structure of 6 has been determined by X-ray analysis.

References

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Schwarz M., Šebek P., Kuthan J.
Collection of Czechoslovak Chemical Communications, 2004
2.
Pyrans, thiopyrans, and selenopyrans
Kuthan J.
Advances in Heterocyclic Chemistry, 1983
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Protonation of 4 H-Pyran-4-one and its Sulfur Analogues. MNDO Study
Eckert-Maksić M.
Zeitschrift fur Naturforschung - Section A Journal of Physical Sciences, 1984
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10.1070/MC1992v002n03ABEH000154_bib4
Ingall
in Comprehensive Heterocyclic Chemistry, 1984
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10.1070/MC1992v002n03ABEH000154_bib5
Šebek
J. Chem. Soc., Perkin Trans., 2000