Iodination of Organic Compounds Using the Reagent System I2-30% aq.H2O2 under Organic Solvent-free Reaction Conditions

摘要

Lodine was efficiently introduced into the methoxy substituted aromatic compounds,acetophenone,1-indanone and 1-tetralone using the elemental iodine / 30% aq.H2O2 system under organic solvent-free reaction conditions(SFRC)and two types of iodo-functionalisation through an electrophilic process were observed.Iodination of the aromatic ring in the case of dimethoxy-and trimethoxy benzenes took place,while aryl alkyl ketones were regioselectively iodinated at the alkyl position next to a carbonyl group.Based on the ratio of substrate:I2:H2O2 required for the most efficient io-do-transformation,two different roles of H2O2 in the reaction route can be distinguished.Different forms of H2O,as mediators of iodination,namely 30% aq.H2O2 and two solid forms urea-H2O2 and sodium percarbonate(2Na2CO3· 3H2O2),were comparatively evaluated in terms of efficiency under SFRC.Reactions using 30% aq.H2O2 as the mediator of iodination under SFRC were compared with those performed in water as reaction medium.