aDepartment of Organic Chemistry, Institute of Chemical Technology, Prague, Czech Republic bInstitute of Microbiology, Academy of Science of the Czech Republic, Prague cDepartment of Solid State Chemistry, Institute of Chemical Technology, Prague, Czech Republic
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.
Document Type:
Article
Language: English
Citation:
P. Sebek, P. Sedmera, M. Husak, J. Novotny, J. Kuthan, “Unusual Chlorlnation of 2,4,4,6-Tetraaryl-4H-thiopyrans to give Carbocyclized Products”, Mendeleev Commun., 2:3 (1992), 102–103
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https://www.mathnet.ru/eng/mendc/v2/i3/p102
This publication is cited in the following 5 articles:
Jiří Kroulík, Jan Čejka, Petr Sedmera, Alexandr Jegorov, Bohumil Kratochvíl, Josef Kuthan, “Rearrangement of Substituted 2,4,4,6-Tetraaryl-4H-thiopyrans to Triaryl-3aH-benzo[3,4]cyclopenta[1,2-b]thiophene”, Collect. Czech. Chem. Commun., 69:8 (2004), 1631
J. Kuthan, P. Šcebek, S. Böuhm, Advances in Heterocyclic Chemistry, 59, Advances in Heterocyclic Chemistry Volume 59, 1994, 179
P. Sebek, J. Kroulik, M. Husak, P. Sedmera, V. Havlicek, B. Kratochvil, J. Kuthan, “Ring Opening of Persubstituted 4H-Thiopyran 1-Oxide During Chlorination”, Mendeleev Commun., 4:6 (1994), 225–226
P. SEBEK, P. SEDMERA, M. HUSAK, J. NOVOTNY, J. KUTHAN, “ChemInform Abstract: Unusual Chlorination of 2,4,4,6‐Tetraaryl‐4H‐thiopyrans to give Carbocyclized Products.”, ChemInform, 24:15 (1993)
M. Hušák, J. Novotný, B. Kratochvíl, “Crystal structure of 6,7-benzo-1,3-bis(p-fluorophenyl)-5-phenyl-4,8,8-trichloro-bicyclo[3.2.1]octa-3,6-diene, (C11H4SC13)(C6H4F)2(C6H5)”, Zeitschrift für Kristallographie - Crystalline Materials, 205:2 (1993), 350
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