23479-35-8Relevant academic research and scientific papers
A novel one-pot method for αα-tosyloxylation of ketones using a catalytic amount of ammonium iodide
Hu, Jiantao,Zhu, Min,Xu, Yuan,Yan, Jie
experimental part, p. 1226 - 1232 (2012/05/20)
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
One-Pot Protocol for Synthesis of -Organosulfonyloxy Ketones from Secondary Alcohols Using Hypervalent Iodine(V)-Mediated Oxidations
Deshmukh, Swapnil S.,Huddar, Sameerana N.,Akamanchi, Krishnacharya G.
experimental part, p. 3101 - 3110 (2009/11/30)
Tosyloxy ketones and -mesyloxy ketones were directly prepared from alcohols in one pot by treatment with hypervalent iodine(V) reagents in combination with p-toluenesulfonic acid and methanesulfonic acid, respectively, in moderate to good yields. Reaction
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
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
SUBSTITUTED IMIDAZOLIDINONE DERIVATIVES
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, (2008/06/13)
This invention relates to the compounds represented by the general formula [I], ???[in which A-D signify optionally substituted methine group(s) or nitrogen atom; E signifies oxygen or sulfur atom; signify optionally substituted mono- or bi-cyclic aliphat
Sulphonate Esters as Sources of Sulphonyl Radicals; Ring-closure Reactions of Alk-4- and -5-enesulphonyl Radicals
Culshaw, Peter N.,Walton, John C.
, p. 1201 - 1208 (2007/10/02)
Alkyl alkanesulphonates and arenesulphonates were found to be useful sources of sulphonyl radicals, particularly for spectroscopic work, when treated with organotin or organosilyl radicals.Allyl, propynyl and penta-2,4-dienyl methanesulphonates gave, however, allyl, propynyl and pentadienyl radicals, respectively.Sulphonyl radicals generated in this way added efficiently to alk-1-enes with electron-releasing substituents, and the EPR spectra of the adduct radicals were recorded.A variety of radical initiation systems were tried on pent-4-enesulphonyl chloride.The pent-4-enesulphonyl radical cyclised mainly in the endo mode to give the six-membered-ring sulphone.Similarly, the hex-5-enesulphonyl radical cyclised to give thiepane 1,1-dioxide, with a seven-membered ring.The cyclohex-2-enylethanesulphonyl radical cyclised mainly in the exo mode to give 2-chloro-9-thiabicyclononane 9,9-dioxide.The mechanisms of these reactions are discussed.
Generation of Cyclopropanone-Oxyallyl Intermediates from α-Mesyloxyketones: Cycloadditions to Furan and Cyclopentadiene
Foehlisch, Baldur,Herrscher, Iris
, p. 524 - 534 (2007/10/02)
The methanesulfonates of the α-hydroxyketones 9a-d react with furan in 2,2,2-trifluoroethanol/triethylamine to provide the 8-oxabicyclooct-6-en-3-ones 8a-d which arise from cyclopropanone-oxyallyl intermediates by a cycloaddition.Compared with the α-chloroketones of the same structure, shorter reaction times were reached.In lithium perchlorate/diethylether/triethylamine, the (endo + exo)-2-methyl-8-oxabicyclooct-6-en-3-one (8dα + β) can also be prepared in satisfactory yield starting from 2-oxobutyl methanesulfonate (10d) and furan.With cyclopentadiene, the methanesulfonates 10d and 10c form 2-methyl- and 2,2-dimethylbicyclooct-6-en-3-one (15d, 15c), respectively.
