- I2/TBHP-mediated oxidative coupling of ketones and toluene derivatives: a facile method for the preparation of α-benzoyloxy ketones
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An efficient oxidative approach was developed for the α-benzoyloxylation of ketones using tert-butyl hydroperoxide (TBHP). This process provided facile access to a wide range of α-benzoyloxy ketones in good to excellent yields via the direct oxidative α-benzoyloxylation of a structurally diverse series of ketones using simple arylmethane compounds.
- Chen, Cui,Liu, Weibing,Zhou, Peng,Liu, Hailing
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p. 20394 - 20397
(2017/04/19)
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- NBu4NI-catalyzed α-benzoxylation of ketones with terminal aryl alkenes
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A metal-free protocol for the α-benzoxylation of ketones has been developed by using terminal aryl alkenes as an arylcarboxy surrogate. Moderate to good yields were attained for a variety of propiophenones and acetophenones by using tetra-n-butylammonium iodide (TBAI) as the catalyst and tert-butyl hydroperoxide (TBHP) as the oxidant under ambient reaction conditions. An efficient synthesis for the α-benzoxylation of aryl ketones has been developed by using terminal aryl alkenes as the arylcarboxy surrogate. The products were obtained in moderate to good yields for a broad scope of substrates. Tetra-n-butylammonium iodide (TBAI) and tert-butyl hydroperoxide (TBHP) were employed as the catalyst and oxidant, respectively.
- Mondal, Buddhadeb,Sahoo, Subas Chandra,Pan, Subhas Chandra
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p. 3135 - 3140
(2015/05/13)
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- I2-catalyzed regioselective oxo- and hydroxy-acyloxylation of alkenes and enol ethers: A facile access to α-acyloxyketones, esters, and diol derivatives
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I2-catalyzed oxo-acyloxylation of alkenes and enol ethers with carboxylic acids providing for the high yield synthesis of α-acyloxyketones and esters is described. This unprecedented regioselective oxidative process employs TBHP and Et3/s
- Reddi, Rambabu N.,Prasad, Pragati K.,Sudalai, Arumugam
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supporting information
p. 5674 - 5677
(2015/02/19)
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- Electrogenerated N-heterocyclic carbene in ionic liquid: An insight into the mechanism of the oxidative esterification of aromatic aldehydes
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An N-heterocyclic carbene (NHC), generated by cathodic reduction of BMIm BF4, mediates the oxidative esterification of aromatic aldehydes with organic bromides in the corresponding ionic liquid as solvent. The product recovery by simple extractive work-up with diethyl ether allowed the ionic liquid to be recycled up to 9 times for subsequent electrolyses, with no significant loss in the product yield. The isolation of an intermediate, whose structure was confirmed by synthesis and transformation into the ester, provided the key for a mechanistic insight into the reaction.
- Forte, Gianpiero,Chiarotto, Isabella,Inesi, Achille,Loreto, Maria Antonietta,Feroci, Marta
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p. 1773 - 1781
(2014/06/09)
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- ONE STEP PROCESS FOR REGIOSELECTIVE SYNTHESIS OF α-ACYLOXY CARBONYLS
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A regioselective N-Heterocyclic Carbene (NHC) catalyzed one step process for high yield synthesis of α-acyloxy carbonyl compounds is disclosed.
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Page/Page column 7; 8; 9; 15
(2015/01/06)
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- N-Heterocyclic carbene catalyzed regioselective oxo-acyloxylation of alkenes with aromatic aldehydes: A high yield synthesis of α-acyloxy ketones and esters
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An N-heterocyclic carbene (NHC)-catalyzed reaction of alkenes with aromatic aldehydes providing for a high yield synthesis of α-acyloxy ketones and esters has been described. This unprecedented regioselective oxidative process employs NBS and Et3N in stoichiometric amounts and O2 (1 atm) as an oxidant under ambient conditions in DMSO as a solvent.
- Reddi, Rambabu N.,Malekar, Pushpa V.,Sudalai, Arumugam
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supporting information
p. 6477 - 6482
(2013/09/24)
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- A novel improved procedure for the synthesis of oxazoles
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In the present work a novel improved and convenient procedure for the synthesis of oxazoles has been developed. Acetamide, instead of ammonium acetate, was used to react with phenacyl benzoates in boiling xylene in the presence of BF3/Et2
- Huang, Wei,Pei, Jian,Chen, Bingzi,Pei, Weiwei,Ye, Xiulin
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p. 10131 - 10136
(2007/10/03)
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- KINETICS OF REACTION OF TRIETHYLAMMONIUM CARBOXYLATES WITH α-HALOGENOCARBONYL COMPOUNDS IN ORGANIC SOLVENTS. REACTION OF BENZOATES AND PHENOXYACETATES WITH PHENACYL BROMIDE IN ACETONE
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The kinetics of the reaction of phenacyl bromide with triethylammonium p-substituted benzoates and phenoxyacetates at 25 deg C, 30 deg C and 35 deg C in acetone suggest a rigid cyclic transition state involving a hydrogen bonded ion-pair as the active nuc
- Pillay, M. Krishna,Kannan, K.,Ramasubramanian, P.
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p. 3899 - 3908
(2007/10/02)
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