Perfluoroalkylated eight- and nine-membered benzoheterocycles from -2-methyl-2-pentene |
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Authors: | Nobuo Ishikawa Tomoya Kitazume Kunitake Chino Mohamed El-Said Mustafa |
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Institution: | Department of Chemical Technology, Tokyo Institute of Technology, Ookayama, Meguro-ku, Tokyo 152 Japan |
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Abstract: | The reactions of -2-methyl-2-pentene (1) with several - difunctional benzenes afforded eight- and nine-membered benzoheterocyclic compounds carrying perfluoroalkyl groups. Salicylic acid, salicylaldehyde, and their methyl or chloro derivatives reacted in triethylamine-acetonitrile system giving perfluoroalkylated 2H,6H-1,5-benzodioxocin-2,6-dione (8) and 4H,6H-1,5-benzodioxocin (9) compounds respectively, while phthalyl alcohol and o-hydroxyphenethyl alcohol in triethylamine-diethyl ether system gave perfluoroalkylated 1H,3H,7H-2,6- and 4H,6H,7H-1,5-benzodioxonin compounds, (10) and (11). o-Aminobenzyl alcohol and (1) in diethyl ether afforded a perfluoroalkylated benzoxazocinobenzoxazocinone compound (15). |
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Keywords: | Author to whom correspondence should be addressed |
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