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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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.