69003-40-3

Upstream product

• 827-98-5 dichloro(4-nitrophenyl)-λ³-iodane 
• 636-98-6 p-nitrobenzene iodide 
• 19169-99-4 (4-nitrophenyl)-λ3-iodanediyl diacetate 

Downstream Products

• 62443-84-9 C₇H₄IN₃O₆ 
• 636-98-6 p-nitrobenzene iodide 
• 959-22-8 p-nitrophenylbenzoate 
• 18196-77-5 2-Jod-3-(p-nitrophenoxy)-5,5-dimethyl-cyclohexen-⁽²⁾-on-⁽¹⁾ 
• 74953-38-1 difluoro(4-nitrophenyl)-λ³-iodane 
• 109287-43-6 (4-methoxy-phenyl)-(4-nitro-phenyl)-iodonium ; chloride 

Relevant academic research and scientific papers

CO2-activated NaClO-5H2O enabled smooth oxygen transfer to iodoarene: A highly practical synthesis of iodosylarene

A safe, rapid, and environmentally friendly synthesis of iodosylarene (ArIO) has been developed using NaClO under a carbon dioxide (CO2) atmosphere. Exposure of iodoarene to NaClO-5H2O in acetonitrile under CO2 (1 atm) resulted in the clean formation of ArIO within 10 minutes in high yield. The absence of a base in this method enables the direct use of in-situ-generated iodosylarene not only for a variety of oxidative transformations (synthesis of sulfilimine, pentavalent bismuth, benzyne adduct, etc.), but also for the synthesis of iodonium ylide and imino-λ3-iodane in one pot.

Metal-Free O-Arylation of Carboxylic Acid by Active Diaryliodonium(III) Intermediates Generated in situ from Iodosoarenes

The metal-free arylative coupling of carboxylic acids using iodosoarenes without the use of a catalyst and base, which is applicable to even a highly-polar molecule bearing multiple alcohol groups, is reported. The in situ preparation of the reactive diaryliodonium(III) carboxylates is the important key to this approach, and the introduction of the trimethoxybenzene auxiliary enables both the smooth salt formations and the selective aryl transfer events during the couplings. (Figure presented.).

NMR study on the structure and stability of 4-substituted aromatic iodosyl compounds

Two 4-substituted aromatic iodosyl compounds were investigated with regard to their solubility, stability and chromatographic behaviour. 1-Iodosyl-4-methoxy- and 1-iodosyl-4-nitro-benzene are soluble in methanol and provide acceptable 1H and s

A practical synthetic method of iodoarene difluorides without fluorine gas and mercury salts

Iodoarene difluorides were synthesized in three steps from the corresponding iodoarenes without the use of dangerous reagents such as fluorine gas of harmful mercury salts.

Enantioselective epoxidation of (Z)-stilbene using a chiral Mn(III)-salen complex: Effect of immobilisation on MCM-41 on product selectivity

Manganese-exchanged Al-MCM-41 modified by the chiral salen ligand [(R,R)-(-)-N,N′-bis(3,5-di-tert-butyl-salicylidene)cyclohexane-1,2-diamine ] has been investigated as a heterogeneous catalyst for the enantioselective epoxidation of (Z)-stilbene using iodosylbenzene as oxygen donor, with particular interest in the effect of reaction conditions on the cis:trans ratio of the epoxide product. Immobilisation of the chiral Mn-salen complex in Al-MCM-41 increases the cis:trans ratio of the epoxide product when compared to the non-immobilised complex under the same conditions. Increasing the level of Mn-exchange in the Al-MCM-41 increases the amount of trans-epoxide, whereas increasing the iodosylbenzene:substrate ratio increases the amount of cis product formed. Increasing the reaction temperature also increases the amount of trans-epoxide for the homogeneous Mn-complex under the same conditions. A series of experiments is described in which the external ion-exchange sites on Al-MCM-41 are preferentially silanised, which enables the cis/trans selectivity for external and internal sites to be determined. Mn-salen immobilised on the external surface of Al-MCM-41 gives the same cis:trans ratio as that observed with the non-immobilised Mn-salen complex in solution, whereas Mn-salen immobilised within the pores gives the cis-epoxide preferentially. The enantioselection of the immobilised chiral Mn-salen complex is shown to decrease with reaction time at -10 °C, but the cis:trans epoxide ratio remains unchanged; whereas for the non-immobilised complex in solution the enantioselection is independent of reaction time. Iodobenzene, a decomposition product formed from iodosylbenzene, is found to act as a poison for the immobilised catalyst, leading to a slower reaction and lower enantioselection.

173.Ru-Catalyzed Oxidations with Iodosylbenzene Derivatives. Substituent Effects on Selectivity in Oxidation of Sulfides and Alcohols

Oxidation of sulfides witth PhIO/RuCl2(PPh3) leads to sulfones.Electronwithdrawing substituents in the aromatic ring of PhIO reduce the reactivity and improves selectivity of the system.Thus, with m-iodosylbenzoic acid sulfides are converted to sulfoxide.Under the same conditions aliphatic primary alcohols are transformed to aldehydes with m-iodosylbenzoic acid, while PhIO affords carboxylic acids.