41841-06-9

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• 67-56-1 methanol 
• 33266-45-4 Formyldesoxybenzoin 
• 94-41-7 benzalacetophenone 
• 149-73-5 trimethyl orthoformate 
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• 89959-83-1 1,3-diphenyl-2,3-bis(tosyloxy)-1-oxopropane 
• 98-86-2 acetophenone 

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• 36372-77-7 1,4,5-triphenyl-1H-pyrazole 
• 451-40-1 phenyl benzyl ketone 

Relevant academic research and scientific papers

Synthesis, characterisation, and reactivity of novel pseudocyclic hypervalent iodine reagents with heteroaryl carbonyl substituents

Two new hypervalent iodine reagents containing furan and thiophene moieties in addition to a carbonyl group in the vicinity of the iodine atom were synthesised and characterised. The X-ray analysis of both compounds revealed a strong intramolecular contact between the carbonyl oxygen and the hypervalent iodine atom with tosylate as a counter ion. The two reagents showed a broad range of synthetic applications and proved to be versatile oxidizing agents.

N-Heterocycle-Stabilized Iodanes: From Structure to Reactivity

Pseudocyclic aryl-λ3-iodanes are superior reagents for a variety of oxidative transformations due to a well-balanced relation between stability, solubility and reactivity. Their properties are substantially influenced by a dative interaction between a Lewis base, in general the oxygen atom of a carboxylic acid or an amide, and the central hypervalent iodine atom. This work presents the first systematic investigation of pseudocyclic N-heterocycle-stabilized iodanes (NHIs). The synthesis of these throughout shelf-stable solids is robust and can be achieved on a large scale. Their reactivity is highly tunable, depending on the stabilizing heterocycle. Solid state structures of selected derivatives are reported and their reactivity in a model oxygen transfer reaction is compared. Further derivatization reactions to N-heterocycle-stabilized pseudocyclic diaryliodonium salts and cyclic iodoso species are presented as well.

Preparation, structure, and versatile reactivity of pseudocyclic benziodoxole triflate, new hypervalent iodine reagent

A new pseudocyclic triflate derivative of benziodoxole (IBA-OTf) was prepared and characterized by X-ray analysis. This highly electrophilic reagent readily reacts with various organic substrates to give the corresponding products in good yields. Furthermore, IBA-OTf can be used as a catalyst with m-chloroperoxybenzoic acid as the terminal oxidant. This journal is

Stereoselective rearrangements with chiral hypervalent iodine reagents

I likes rearrangements: Hypervalent iodine compounds can be used as environmentally friendly, mild, and selective reagents for highly enantioselective rearrangements of alkenes. For the first time, rearrangements to α-arylated ketones can be performed enantioselectively using lactic acid-based iodine(III) reagents. Copyright

The chemistry of α,β-ditosyloxyketones: Novel routes for the synthesis of desoxybenzoins and α-aryl-β-ketoaldehyde dimethylacetals from α,β-chalcone ditosylates

The reaction of α,β-chalcone ditosylates 3 with potassium hydroxide in suitable conditions leads to 1,2-aryl shift and carbon-carbon bond cleavage, thereby providing a novel route for the synthesis of 1,2-diarylethan-1-ones 4 and 1,2-diaryl-3,3-dimethoxy propan-1-ones 5. Georg Thieme Verlag Stuttgart.

New oxidative transformations of alkenes and alkynes under the action of diacetoxyiodobenzene

Treatment of alkenes and alkynes with diacetoxyiodobenzene activated by mineral and organic acids predominantly results in oxidative rearrangement. 1,4-Diphenylbutadiene in MeOH gives 3,4-dimethoxy-1,4-diphenylbut-1-ene.

Isolation, Characterization, and Reaction of Activated Iodosylbenzene Monomer Hydroxy(phenyl)iodonium Ion with Hypervalent Bonding: Supramolecular Complex PhI+OH·18-Crown-6 with Secondary I...O Interactions

The isolation, characterization, and reaction of the active species hydroxy(phenyl)iodonium ion with hypervalent bonding are reported. Reaction of iodosylbenzene with HBF4-Me2O in the presence of equimolar 18-crown-6 in dichloromethane afforded the hydroxy-λ3-iodane complex PhI(OH)BF4·18-crown-6 as stable yellow prisms. X-ray structure analysis indicated that both the close contacts between the iodine(III) and the three adjacent oxygen atoms of 18-crown-6, and the hydrogen bonding OH...O(crown ether) will be responsible for the increased stability of the complex as compared to the uncomplexed PhI(OH)BF4. The crown ether complex is highly reactive and serves as a versatile oxidant even in water: thus, the complex undergoes oxidative transformations of a variety of functional groups such as olefins, alkynes, enones, silyl enol ethers, sulfides, and phenols under mild conditions. Copyright

SOLVOHYPERIODINATION. A COMPARISON WITH SOLVOTHALLATION

C6H5IO/CH3OH and a catalyst such as FSO3H, CF3SO3H or BF3-Et2O as well as C6H5(OH)OTs-CH3OH, react with chalcones, acetophenones and styrenes to yield rearranged products.The overall course of these reactions is analogous to that of Tl(NO3)3-CH3OH in reaction with the same compounds.