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[摘要]：Alkyl aryl ketones and dialkyl ketones could be converted into the corresponding alpha-tosyloxy ketones by the reaction with MCPBA and p-toluenesulfonic acid monohydrate (PTSA center dot H(2)O) in the presence of a catalytic amount of molecular iodine (I(2)) in a mixture of acetonitrile and 2,2,2-trifluoroethanol, although the yields were dependent on the ketones (method A). The same conversion of alkyl aryl ketones and dialkyl ketones into the corresponding alpha-tosyloxy ketones could be smoothly carried out by the reaction with MCPBA and PTSA center dot H(2)O in the presence of catalytic amounts of iodine and tert-butylbenzene in a mixture of acetonitrile and 2,2,2-trifluoroethanol (method B). In those reactions, p-iodotoluene and 4-tert-butyl-1-iodobenzene were formed at first in method A and method B, respectively, and then they were converted into p-[(hydroxy)(tosyloxy)]iodotoluene and 4-tert-butyl-1-[(hydroxy)(tosyloxy)iodo]benzene by the reaction with MCPBA and PTSA center dot H(2)O. p[(Hydroxy)(tosyloxy)]iodotoluene and 4-tert-butyl-1-[(hydroxy)(tosyloxy)iodo]benzene worked as an alpha-tosyloxylation reagent of ketones. |
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