A technique of "Grindstone chemistry" is applied to the solvent-free halogenation of arenes with NaCl, NaBr or I 2 using (diacetoxyiodo)benzene as the oxidant. Improved yields and higher purities of the products are observed compared with those from established methods.
A simple and mild procedure for the facile oxidation of alcohols to ketones and acids using a catalytic quantity of molecular iodine in combination with (diacetoxyiodo)benzene in acetonitrile is described. Direct oxidative methyl esterification of alcohols is also reported in methanol as solvent. Oxidation of alcohols is induced by iodonium ion generated in situ by the chemical oxidation of molecular iodine with (diacetoxyiodo)benzene.
A simple and mild new procedure for the facile direct oxidative methyl esterification of aldehydes using molecular iodine in combination with (diacetoxyiodo)benzene in methanol is described. Oxidative esterification is induced by iodonium ion generated in situ by the chemical oxidation of molecular iodine with (diacetoxyiodo)benzene.
An efficient synthesis of 2-substituted oxazolines from aldehydes and 2-amino alcohol using (diacetoxyiodo)benzene as an oxidant, is reported. (Diacetoxyiodo)benzene acts as a mild dehydrogenating agent to convert the initially formed oxazolidine from aldehyde and 2-amino alcohol to furnish 2-substituted oxazoline. Similarly, 3-aminopropanol and aldehydes gives the corresponding 2-substituted oxazines.
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