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DOI: 10.1055/s-2003-37523
Efficient α-Iodination of Carbonyl Compounds Under Solvent-Free Conditions Using Microwave Irradiation
Publication History
Publication Date:
26 February 2003 (online)
Abstract
Direct conversion of carbonyl compounds into α-iodocarbonyl compounds has been successfully achieved under solvent-free microwave irradiation conditions using N-iodosuccinimide and p-toluenesulfonic acid.
Key words
carbonyl - halides - iodine - ketones - microwave
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References
General experimental procedure: A neat mixture of ketone, NIS (1.2 equiv), and p-toluenesulfonic acid monohydrate (1.2 equiv) was placed in a glass test tube. The test tube containing reaction mixture was inserted in an alumina bath inside a household microwave oven and irradiated (700 W) three to four times for a period of 20 s with 10 s interval. After cooling down, the reaction mixture was extracted with dichloromethane (2 × 25 mL) and washed with water (40 mL). The dichloromethane layer was separated and dried over MgSO4. After evaporation of the solvent, the residue was purified by flash column chromatography (SiO2, dichloromethane) to give pure α-iodoketone.