81447-35-0Relevant academic research and scientific papers
Various α-oxygen functionalizations of β-dicarbonyl compounds mediated by the hypervalent iodine(III) reagent p-iodotoluene difluoride with different oxygen-containing nucleophiles
Jun, Yu,Jun, Tian,Chi, Zhang
experimental part, p. 531 - 546 (2010/06/13)
p-Iodotoluene difluoride (p-Tol-IF2) has been found to be a general reagent for the effective introduction of various oxygen-containing functionalities including tosyloxy, mesyloxy, acetoxy, phosphoryloxy, methoxy, ethoxy and isopropoxy at the α-position of β-dicarbonyl compounds. These transformations can be readily realized by the use of the combined reagent of p-iodotoluene difluoride and various oxygen-containing nucleophilic compounds such as p-toluenesulfonic acid, methanesulfonic acid, acetic acid, diphenyl phosphate, methanol, ethanol and propan-2-ol under mild conditions, respectively. And, the in situ generated hypervalent iodine(III) species via ligand exchange between p-iodotoluene difluoride and the respective oxygen-containing nucleophiles are believed to be the real oxidizing agents in such transformations.
M-iodosylbenzoic acid: Recyclable hypervalent iodine reagent for-tosyloxylation and-mesyloxylation of ketones
Yusubov, Mekhman S.,Funk, Tatyana V.,Yusubova, Roza Y.,Zholobova, Galina,Kirschning, Andreas,Park, Joo Yeon,Chi, Ki-Whan
experimental part, p. 3772 - 3784 (2009/12/06)
m-Iodosylbenzoic acid-mediated reactions of various carbonyl compounds provided-organosulfonyloxy carbonyl compounds in good yields. The final products could be easily isolated without any chromatographic purification by simple treatment of the crude mixt
Solvent-free synthesis of 1-(p-toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one from Dess-Martin periodinane and its synthetic utility for α-tosyloxylation of ketones
Karade, Nandkishor N.,Tiwari, Girdharilal B.,Shinde, Sandeep V.,Gampawar, Sumeet V.,Kondre, Jeevan M.
, p. 3441 - 3443 (2008/09/21)
The solvent-free synthesis of 1-(p-toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one is reported from Dess-Martin periodinane and p-toluenesulfonic acid monohydrate using a grinding technique and is subsequently utilized for the α-tosyloxylation of a range of enolisable ketones.
A new application of hypervalent iodine (λ5) reagents with organosulfonic acids for direct α-organosulfonyloxylation carbonyl compounds
Mahajan, Ulhas S.,Akamanchi, Krishnacharya G.
experimental part, p. 987 - 990 (2009/04/04)
Hypervalent iodine (λ5) reagents in combination with p-toluenesulfonic acid when reacted with ketones under reflux temperature in acetonitrile gave α-tosyloxy ketones in moderate to excellent yields. The reaction was developed further for both
Biphenyl- and terphenyl-based recyclable organic trivalent iodine reagents
Moroda, Atsushi,Togo, Hideo
, p. 12408 - 12414 (2007/10/03)
Biphenyl- and terphenyl-based recyclable trivalent iodine reagents, such as 4-bromo-4′-(diacetoxyiodo)biphenyl, 4,4′-bis(diacetoxyiodo)biphenyl, 1,4-bis[4-(diacetoxyiodo)phenyl]benzene, 4-bromo-4′-[(hydroxy)(tosyloxy)iodo]biphenyl, 4,4′-bis[(hydroxy)(tosyloxy)iodo]biphenyl, were simply prepared and their reactivities for the oxidative rearrangement of ketones to esters, TEMPO-mediated oxidation of alcohols to aldehydes or ketones, oxidative dealkylation of N-alkylsulfonamides to sulfonamides, and α-tosyloxylation of ketones were compared with p-(diacetoxyiodo)toluene and p-[(hydroxy)(tosyloxy)iodo]toluene to show the same reactivities and, moreover, the biphenyl- and terphenyl-based iodoarenes formed were recovered by simple filtration of the reaction mixture in every reaction. Thus, these biphenyl- and terphenyl-based trivalent iodine reagents can be used as the recyclable reagents.
Solvent-free reactions with hypervalent iodine reagents
Yusubov, Mekhman S.,Wirth, Thomas
, p. 519 - 521 (2007/10/03)
(Chemical Equation Presented) We describe solvent-free reactions for the synthesis of hypervalent iodine reagents and their use in solid-state reactions. Improved yields and higher purities of the products are observed.
A facile synthesis of thiazole-2(3H)-thiones through [hydroxy(tosyloxy) iodo]benzene
Aggarwal, Ranjana,Pundeer, Rashmi,Kumar, Vinod,Chaudhri, Vishwas,Singh, Shiv P.,Prakash, Om
, p. 2659 - 2664 (2007/10/03)
A one-pot facile synthesis of thiazole-2(3H)-thiones (4) has been achieved by hypervalent iodine oxidation of ketones (1) using [hydroxy (tosyloxy)iodo]benzene, followed by the treatment of the reaction mixture with dithiocarbamate salts (3) The intermediate α-tosyloxy-ketones (2) have also been isolated and converted to the target compounds.
Reactivities of novel [hydroxy(tosyloxy)iodo]arenes and [hydroxy(phosphoryloxy)iodo]arenes for α-tosyloxylation and α-phosphoryloxylation of ketones
Nabana, Takahiro,Togo, Hideo
, p. 4362 - 4365 (2007/10/03)
Novel [hydroxy(tosyloxy)iodo]arenes bearing 2-thienyl, 3-thienyl, N-tosyl-4-pyrazolyl, 3-trifluoromethylphenyl, and 3,5-bis(trifiuoromethy)phenyl as an aromatic group, and [hydroxy(phosphoryloxy)iodo]arenes bearing N. tosyl-4-pyrazolyl, 3-trifluoromethylp
Novel preparation and reactivity of poly[4-hydroxy(tosyloxy)iodo]styrenes
Abe,Sakuratani,Togo
, p. 22 - 24 (2007/10/03)
Poly[4-hydroxy(tosyloxy)iodo]styrene (high M.W.) and poly{α-methyl[4-hydroxy(tosyloxy)iodo]styrene} (low M.W.) were prepared from polystyrene (average M.W. = 45,000) and poly(α-methylstyrene) (average M.W. = 6,200), respectively, and their reactivities fo
