Synthesis of 1-(2,4,6-Trifluorophenyl)perfluorobenzocyclobutene from Perfluorobenzocyclobutene and 1,3,5-Trifluorobenzene and Its Reaction with Polyfluorobenzenes in an SbF5 Medium

IF 0.8 4区 化学 Q4 CHEMISTRY, ORGANIC
T. V. Mezhenkova, V. V. Komarov, V. M. Karpov, Ya. V. Zonov, V. I. Krasnov
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Abstract

The reaction of perfluorobenzocyclobutene with two equivalents of 1,3,5-trifluorobenzene in an SbF5 medium followed by the treatment of the reaction mixture with water gave (3,4,5,6-tetrafluorobenzene-1,2-diyl)bis[(2,4,6-trifluorophenyl)methanone], 1-(2,4,6-trifluorophenyl)perfluorobenzocyclobuten-1-ol, and 4,5,6,7-tetrafluoro-1,3,3-tris(2,4,6-trifluorophenyl)-1,3-dihydro-2-benzofuran-1-ol. The treatment of the reaction mixture with HF gave 1,2-bis(2,4,6-trifluorophenyl)-perfluorobenzocyclobutene and 1-(2,4,6-trifluorophenyl)perfluorobenzocyclobutene. The latter compound reacted with pentafluoro-, 1,2,3,4-, or 1,2,4,5-tetrafluorobenzenes in an SbF5 medium to povide the corresponding perfluoro-1,2-diphenylbenzocyclobutenes after the treatment of the reaction mixture with HF.

Abstract Image

由全氟苯并环丁烯和 1,3,5-三氟苯合成 1-(2,4,6-三氟苯基)全氟苯并环丁烯及其在 SbF5 介质中与多氟苯的反应
摘要全氟苯并环丁烯与两当量的1,3,5-三氟苯在SbF5介质中反应,然后用水处理反应混合物,得到(3,4,5,6-四氟苯-1、2-二基)双[(2,4,6-三氟苯基)甲酮]、1-(2,4,6-三氟苯基)全氟苯并环丁烯-1-醇和 4,5,6,7-四氟-1,3,3-三(2,4,6-三氟苯基)-1,3-二氢-2-苯并呋喃-1-醇。用 HF 处理反应混合物可得到 1,2-双(2,4,6-三氟苯基)-全氟苯并环丁烯和 1-(2,4,6-三氟苯基)全氟苯并环丁烯。后一种化合物与五氟、1,2,3,4- 或 1,2,4,5- 四氟苯在 SbF5 介质中反应,生成相应的全氟-1,2-二苯基苯并环丁烯,然后用 HF 处理反应混合物。
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来源期刊
CiteScore
1.40
自引率
25.00%
发文量
139
审稿时长
3-6 weeks
期刊介绍: Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.
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