77299-79-7

Upstream product

• 7360-39-6 1-acetoxy-4-tert-butylcyclohexene 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 2228-98-0 4-tert-butylcylohexene 

Relevant academic research and scientific papers

Aerobic oxidative α-iodination of carbonyl compounds using molecular iodine activated by a nitrate-based catalytic system

The novel reaction system comprising air/NH4NO3(cat.)/I2/H2SO4(cat.)is introduced as a simple, safe, cheap, efficient, and regioselective mediator for direct aerobic oxidative α-iodination of aryl, heteroaryl, alkyl, and cycloalkyl methyl ketones. The reaction system enabled the moderate to quantitative regioselective iodination of a large range of different methyl ketone derivatives including those bearing oxidizable heteroatom (S, N) substituents. Several activated aromatic compounds were also efficiently and selectively iodinated. The practical applicability of the presented reaction system was shown on 20 mmol scale under ambient pressure and 100% conversion of substrate was achieved.

Aerobic oxidative iodination of ketones catalysed by sodium nitrite "on water" or in a micelle-based aqueous system

Selective and efficient aerobic oxidative iodination of ketones in aqueous media was achieved by using molecular iodine as the source of iodine atoms, air as the terminal oxidant, sodium nitrite (NaNO2) as the catalyst and H2SO4

Iodination of enol acetates and 1,3-diones using N-iodosaccharin

Iodination of enol acetates and 1,3-diones with N-iodosaccharin yielding the corresponding α-iodoketones and 2-iodo-1,3-diones is presented. Reactions are carried out at room temperature under neutral conditions and in short reaction times.

Axial/equatorial proportions for 2-substituted cyclohexanones

Axial-equatorial conformational proportions have been measured for 2- substituted cyclohexanones in chloroform by the Eliel method for F, Cl, Br, I, MeO, MeS, Me2N, MeSe, and Me. For the first seven of these, at least five experimentally independent measurables were used and the resulting conformational preferences appear to be accurate to within 10%. Systematic errors degraded the results for MeSe and Me. For Me2N, the conformational preference also was measured for the first time at slow exchange in the low- temperature 13C spectrum in several solvents. In chloroform, steric and polar effects contribute to the conformational preferences, with steric effects dominant for large groups such as I and MeS.

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.

PYRIDINIUM DICHROMATE IN ORGANIC SYNTHESIS: A CONVENIENT OXIDATION OF OLEFIN-IODINE COMPLEXES TO α-IODO KETONES

Cyclic α-iodo ketones are obtained directly by oxidation of olefin-iodine complexes with pyridinium dichromate.