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Relevant academic research and scientific papers

A green approach for efficient α-halogenation of β-dicarbonyl compounds and cyclic ketones using N-halosuccinimides in ionic liquids

Room temperature ionic liquids (ILs) are used as a green recyclable reaction media for the α-monohalogenation of 1,3-diketones, β-keto-esters and cyclic ketones with N-halosuccinimides in excellent yields in the absence of a catalyst. The recovered ionic liquid was reused five to six times with consistent activity.

Rapid and catalyst-free α-halogenation of ketones using N-halosuccinamides in DMSO

α-Halogenation of various carbonyl compounds such as β-keto-esters, cyclic ketones, and lactams with N-halosuccinamides (NBS, NCS, NIS) in the presence of DMSO proceeded very smoothly to give the corresponding α-monohalogenated products in good to excellent yields with high selectivity under catalyst-free conditions. Copyright Taylor & Francis Group, LLC.

Amberlyst-15-promoted efficient 2-halogenation of 1,3-keto-esters and cyclic ketones using N-halosuccinimides

A simple and rapid process has been developed for the α- monohalogenation of 1,3-keto-esters with N-halosuccinimides catalyzed by Amberlyst-15 at room temperature to produce the corresponding 2-halo 1,3-keto-esters in high yields. This protocol also extended to α-halogenation of cyclic ketones.

A New α-Iodination of Ketones Using Iodine-Cerium(IV) Ammonium Nitrate

Direct α-iodination of some ketones using iodine-cerium(IV) ammonium nitrate in acetic acid or methanol, gave the corresponding α-iodoketone in high yield.In the case of 2-pentanone, 4-methyl-2-pentanone, 2-hexanone, and 2-heptanone in methanol, the regioselective products were obtained.

Syntheses of α-Iodocarbonyl Compounds Using Bis(sym-collidine)Iodine(I) Tetrafluoroborate/Dimethyl Sulfoxide

I(1+)(Collidine)2BF4(1-)/DMSO has been found to be a convenient reagent for the direct conversion of alkenes to α-iodocarbonyl compounds.Using conformationally biased alkenes, the reactions proceed stetreospecifically giving axial iodoketones.Application of the reagent in reactions with unsaturated carbohydrates provides a unique method for the conversion of certain glycals to their corresponding α-iodo-α,β-unsaturated lactones.

Reaction of Enol Silyl Ethers with Silver Carboxylate-Iodine. Synthesis of α-Acyloxy Carbonyl Compounds

The sequential treatment of enol silyl ethers with silver carboxylate-iodine (2:1) and then fluoride affords high yields of the corresponding α-acyloxy carbonyl compounds.Thus a wide range of variation is now possible for the acyloxy portion of the molecu