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Synthesis 2006(9): 1537-1541
DOI: 10.1055/s-2006-926435
DOI: 10.1055/s-2006-926435
PAPER
© Georg Thieme Verlag Stuttgart · New York
α-Iodination of Ketones with MnO2/I2 Reagent Combination: A New Environmentally Friendly Procedure
Weitere Informationen
Received
9 November 2005
Publikationsdatum:
11. April 2006 (online)
Publikationsverlauf
Publikationsdatum:
11. April 2006 (online)
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Abstract
In alcoholic media, α-iodination of ketones was accomplished using MnO2/I2 reagent combination in a new, environmentally friendly procedure. The reactions carried out under thermal conditions or microwave irradiation afforded α-iodo ketones in reasonable to good yields.
Key words
iodine - manganese oxide - halogenation - ketones
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References
We have observed that shorter reaction times (e.g., 1 h 30, 3 h 30 and 12 h) led to partial α-iodination of tetralones and after optimization, refluxing for 18 h led to better yields of iodo compounds.
16Starting materials (ketones) and α-iodo ketones were easily separated by chromatography on silica gel.