The synthetic use of molecular iodine is described. Iodine is a universal oxidizing agent, especially for the oxidation of alcohols and aldehydes to esters, nitriles and amides. Further applications are the introduction of protecting groups, deprotection, iodocyclization, C-C bond formation, and formation of heterocycles.
DHI is an efficient reagent for the title reaction and has almost the same reactivity as molecular iodine. The handling is more convenient than with iodine since DHI does not sublimate. -(IIDA, S.; TOGO*, H.; Synlett 2007, 3, 407-410; Grad. Sch. Sci. Technol., Chiba Univ., Inage, Chiba 263, Japan; Eng.) -Klein 26-041
Molecular iodine in aqueous ammonia at 60°C efficiently oxidized various primary, secondary, and tertiary amines to their corresponding nitriles in good yields.
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