81447-32-7

Upstream product

• 78-93-3 butanone 
• 104-15-4 toluene-4-sulfonic acid 
• 6192-52-5 p-toluenesulfonic acid monohydrate 
• 25370-96-1 O-(p-toluenesulfonyl)-N-tert-butoxycarbonyl-N-methylhydroxylamine 
• 25370-97-2 O-(p-toluenesulfonyl)-N-methylhydroxylamine 

Relevant academic research and scientific papers

Rapid synthesis of 3-organosulfonyloxy-2-alkanones under microwave irradiation

Remarkably fast microwave assisted direct regiospecific sulfonyloxylation reactions of 2-alkanones in solvent free condition is described.

Regiospecific synthesis of 3-organosulfonyloxy-2-alkanones

A direct regiospecific preparation method of 3-organosulfonyloxy-2- alkanones from reaction of 2-alkanones with copper(II) organosulfonates is described.

Evolution of N-Heterocycle-Substituted Iodoarenes (NHIAs) to Efficient Organocatalysts in Iodine(I/III)-Mediated Oxidative Transformations

The reactivity of ortho-functionalized N-heterocycle-substituted iodoarenes (NHIAs) as organocatalysts in iodine(I/III)-mediated oxidations was systematically investigated in the α-tosyloxylation of ketones as the model reaction. During a systematic catalyst evolution, it was found that NH-triazoles and benzoxazoles have the most significant positive influence on the reactivity of the central iodine atom. A further catalyst improvement which focused on the substitution pattern of the arene revealed a remarkable ortho-effect. By introduction of an o-OMe group we were able to generate a novel NHIA with a so far unseen catalytic efficiency. This new catalyst is not only easy to synthesize but also enabled the α-tosyloxylation of carbonyl compounds at the lowest reported catalyst loading of only 1 mol%. Finally, the performance of this iodine(I) catalyst was successfully demonstrated in intramolecular oxidative couplings of biphenyls and oxidative rearrangements. (Figure presented.).

A novel one-pot method for αα-tosyloxylation of ketones using a catalytic amount of ammonium iodide

A novel one-pot procedure was designed for the preparation of various α-tosyloxy ketones in good yields by the reaction of ketones with m-chloroperoxybenzoic acid and p-toluenesulfonic acid monohydrate in the presence of catalytic amounts of ammonium iodi

α-Tosyloxylation of ketones with ion-supported[hydroxy(tosyloxy)iodo] benzene

A new room-temperature ionic liquid (RTIL) supported [hydroxy(tosyloxy) iodo]benzene (ion-supported HTIB) reagent was synthesised by three kinds of effective methods in high yields, which combined the advantages of ionic liquids and the hypervalent iodine

Direct α-oxytosylation of ketones by using pentavalent organobismuth reagents

A new method for the preparation of α-tosyloxy ketones by a direct oxytosylation of ketones using a combination of heterocyclic pentavalent organobismuth compounds and p-toluenesulfonic acid monohydrate is described. Copyright

Direct α-oxytosylation of carbonyl compounds: One-pot synthesis of heterocycles

N-Methyl-O-tosylhydroxylamine is an effective reagent for the direct α-oxytosylation of carbonyl compounds. The reactions proceed smoothly at room temperature in the presence of both moisture and air and functional group tolerance in the substrate is good. With nonsymmetrical substrates regioselectivity for primary over secondary centers is observed and complete regiospecificity for primary over tertiary centers is obtained. Addition of a bis-heteronucleophile directly to the crude reaction mixture in a one-pot process leads to the corresponding heterocyclic product.

A unique site-selective reaction of ketones with new recyclable hypervalent iodine(III) reagents based on a tetraphenylmethane structure

We have synthesized new recyclable reagents having a tetraphenylmethane backbone and used them in the site-selective α-tosyloxylation of ketones. The Royal Society of Chemistry 2005.

α-tosyloxylation of enolizable ketones using thallium(III)p-tolylsulphonate (TTS)

Thallium(III)p-torylsulphonate(TTS) in refluxing acetonitrile provides a new useful one step conversion of enolizable ketones to α-tosyloxy ketones. α-Tosyloxylation of enolizable ketones using Thallium(III)p-torylsulphonate (TTS) in refluxing acetonitril