α,α-Alkylation-Halogenation and Dihalogenation of Sulfoxonium Ylides. A Direct Preparation of Geminal Difunctionalized Ketones
A one-pot alkylation–halogenation of ketosulfoxonium ylides in the presence of alkyl halides is described. The method furnishes several gem-difunctionalized haloketones (an alkyl and F, Cl, Br, or I) in good yields. Replacing alkyl halides with a mixture of electrophilic halogen species and various halide anions led to gem-dihalogenated ketones containing a combination of the same or two different halogens. Kinetic isotopic effects as well as reaction kinetic experiments give insight to the mechanism of these reactions.
Gallo, Rafael D. C.,Ahmad, Anees,Metzker, Gustavo,Burtoloso, Antonio C. B.
p. 16980 - 16984
(2017/11/27)
Direct metal-free α-iodination of arylketones induced by iodine or iodomethane with HTIB in ionic liquid
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Lee, Jong Chan,Kim, Jimi,Park, Hyun Jung,Kwag, Byungmook,Lee, Seung Bae
experimental part
p. 1385 - 1386
(2010/09/18)
Efficient α-iodination of carbonyl compounds under solvent-free conditions using microwave irradiation
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.
Lee, Jong Chan,Bae, Yong Hun
p. 507 - 508
(2007/10/03)
Efficient method for α-iodination of ketones
α-Iodoketones are prepared in high yields from the initial reaction of various ketones with HNIB in CH3CN and subsequent treatment of potassium iodide or samarium(II) iodide.
Lee, Jong Chan,Jin, Yong Suk
p. 2769 - 2774
(2007/10/03)
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