Hydrodehalogenation of ?-Haloketones with Iodotrimethylsilane
- 1 January 1981
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 11 (2) , 101-103
- https://doi.org/10.1080/00397918108064289
Abstract
Two years ago I delineated a hydrodehalogenation procedure for α-haloketones1 which was conceived on the HSAB basis (Saville rule). In that communication the possible use of iodo- and alkylthiotrimethylsilanes was explicitly adumbrated. After submitting a related report on deoxygenation of α-ketols2 with iodotrimethylsilane which implied the intermediacy of α-iodoketones and their in situ reduction, I set about demonstrating, just to satisfy myself, the general effectiveness of iodotrimethylsilane for removal of halogen atoms in the α-positions of ketones. These results were withheld from publication at the time. However, a recent disclosure by Olah et al. 3 prompts deposition on record of this work.Keywords
This publication has 4 references indexed in Scilit:
- Synthetic methods and reactions. 85. Reduction of .alpha.-halo ketones with sodium iodide/chlorotrimethylsilaneThe Journal of Organic Chemistry, 1980
- Method for Conversion of α-Ketols to Ketones. Deoxygenation with IodotrimethylsilaneSynthetic Communications, 1979
- Efficient Hydrodehalogenation of α-Haloketones with Cerium(III) IodideSynthetic Communications, 1979
- Analysis of some synthetic reactions by the HSAB principleJournal of Chemical Education, 1978