107535-41-1

Upstream product

• 185-70-6 1-oxaspiro(2.5)octane 
• 75-11-6 diiodomethane 
• 108-94-1 cyclohexanone 
• 74-95-3 1,1-dibromomethane 
• 1192-37-6 methylenecyclohexane 

Relevant academic research and scientific papers

Very rapid preparation of SmI2 by sonic treatment of iodoform and metallic samarium

A very rapid preparation of SmI2 by sonication of a mixture of metallic samarium and iodoform in THF is described. To prove the synthetic applications of the obtained SmI2 several high-yielding reactions were carried out. Preliminary results for the generation of SmI2 in THF by sonication from diiodomethane, 1,2-diiodoethane, or iodine are also described. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Green approach for the conversion of olefins into vic-halohydrins using N-halosuccinimides in ionic liquids

Alkenes undergo smooth bromo- and iodohydroxylation with N-bromo- and N-iodosuccinimides/water, respectively, using the air and moisture stable ionic liquid [bmim]BF4 as a novel recyclable reaction medium in high to quantitative yields. N-Halosuccinimides show enhanced reactivity in ionic liquids thereby reducing the reaction times and improving the yields considerably.

Regio- and Stereoselective Synthesis of β-Halohydrins from 1,2-Epoxides with Ammonium Halides in the Presence of Metal Salts

A simple efficient, stereoselective, and regioselective method for the synthesis of β-chlorohydrins, β-bromohydrins, and β-iodohydrins by the direct opening of 1,2-epoxides with the corresponding ammonium halide in acetonitrile, in the presence of metal salts, is described.This new method appears to be of general use and competitive with the other methods previously reported.

Reactions of Carbonyl Compounds with Benzyl Chloromethyl Ether of Diiodomethane in the Presence of Samarium(II) Iodide or Metallic Samarium. New Routes to 1,2-Diols, Iodohydrins and Cyclopropanols

Carbonyl compounds react with benzyl chloromethyl ether in the presence of samarium(II) iodide to afford the corresponding addition products which, when subsequently hydrogenolysed, yield 1,2-diols.Simple aldehydes and ketones react with diiodomethane in the presence of samarium metal to give iodohydrins in good yields.Under similar reaction conditions, α-halogeno substituted ketones and aromatic 1,4-diketones are converted into cyclopropanols.These cyclopropanations have been shown to rpoceed through the initial generation of samarium enolates, followed by the Simmons-Smith type reaction.A novel transformation of esters to cyclopropanols via tandem one-carbon homologation is also described.

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.

SmI2-INDUCED IODOMETHYLATION OF CARBONYL COMPOUNDS

Carbonyl compounds were readily coupled with diiodomethane or dibromomethane at room temperature affording iodohydrins in high yields by the aid of SmI2.

THE REACTION OF CARBONYL COMPOUNDS WITH DIIODOMETHANE IN THE PRESENCE OF SAMARIUM: NOVEL SYNTHESES OF IODOHYDRINS AND CYCLOPROPANOLS

The iodomethylation of carbonyl compounds giving iodohydrins has been achieved under ordinary conditions by the use of diiodomethane and samarium.A novel synthesis of cyclopropanols from α-haloketones or 1,2-dibenzoylethane is also described.