15206-55-0Relevant articles and documents
Rhodium catalysed synthesis of seleno-ketals: Via carbene transfer reactions of diazoesters
Jana, Sripati,Aseeva, Polina,Koenigs, Rene M.
, p. 12825 - 12828 (2019)
Herein, we report on rhodium catalysed carbene transfer reactions of diazoesters with diselenides that result in the formal insertion reaction of the carbene fragment into the Se-Se bond to give seleno-ketals in up to 96% yield (35 examples) via an ionic mechanism.
Photosensitized oxygenation of diaryl tellurides to telluroxides and their oxidizing properties
Oba, Makoto,Endo, Masaki,Nishiyama, Kozaburo,Ouchi, Akihiko,Ando, Wataru
, p. 1672 - 1673 (2004)
Photosensitized oxidation of tellurides carrying bulky aromatic substituents afforded the corresponding telluroxides which were found to react with simple alcohols to give the corresponding carbonyl compounds in excellent yields along with the starting tellurides.
HALIDE-DIRECTED NITRILE HYDROLYSYS
Photis, James M.
, p. 3539 - 3540 (1980)
Sodium bromide is an effective catalyst for promoting the hydrolysis of aroyl cyanides such that loss of the cyano group is greatly minimized.
Air oxidation of p-substituted benzoin to the corresponding benzil catalyzed by Fe(II)-cysteine peptide complexes
Sun, Wei-Yin,Ueyama, Norikazu,Nakamura, Akira
, p. 1557 - 1566 (1992)
The Fe(II)-cysteine-containing peptide complexes were found exhibit catalytic activity for air oxidation of benzoin to benzil and methyl DL-mandelate to methyl benzoylformate. In the presence of [Fe(Z-cys-Gly-Val-OMe)4]2-, the rates of catalytic air- oxidation of p-substituted benzoin indicate a trend, Br> H> CH3 > MeO, and the isotope effect kH/kD was 3.4. The indicates that the methine hydrogen of benzoin is released as a proton in the rate determining step. Furthermore, solvent effect was found, in a non-polar solvent, e.g. 1,2-dimethoxyethane (DME), a chelating bidentate cys-peptide complex, [Fe(Z-cys-Pro-Leu-cys-Gly-Val-OMe)2]2-′ shows higher catalytic activity than that of a non-chelating cys-peptide complex, [Fe(Z-cys-Gly-Val-OMe)4]2-. This is explained by the contribution of intramolecular NH---S hydrogen bonds since such hydrogen bonds stabilize the Fe(III) state which is the active species during the oxidation.
Oxidations of Dihydroxyalkanoates to Vicinal Tricarbonyl Compounds with a 4-BzoTEMPO-Sodium Bromite System or by Indirect Electrolysis Using 4-BzoTEMPO and Bromide Ion
Inokuchi, Tsutomu,Liu, Ping,Torii, Sigeru
, p. 1411 - 1414 (1994)
An efficient access to vicinal dioxoalkanoates, one of structural elements of potent competitive inhibitors of hydrolytic enzyme, from 2,3-dihydroxyalkanoates has been developed, which features an one-step procedure with a mild oxidizing system using recyclable 2, 2, 6, 6-tetramethylpiperidine-1-oxyl in combination with NaBrO2*3H2O or electrogenerated active bromine species as a real oxidant.
A novel method for synthesis of α-keto esters with phenyliodine(III) diacetate
Xie, Yuanyuan,Liu, Jiwei,Huang, Yingyi,Yao, Lixia
, p. 3793 - 3795 (2015)
A rapid and efficient synthesis of α-keto esters from β-ketonitriles using phenyliodine(III) diacetate is reported. This protocol gave α-keto esters in good yields. This is the first time to report the application of hypervalent iodine(III) reagents in the synthesis of α-keto esters. A plausible reaction mechanism is proposed.
Novel Synthesis of α-Keto Esters and Amides by an sp3 C-H Oxidation of Nitromethyl Aryl Ketones Promoted by Ion-Supported (Diacetoxyiodo)benzene
Jiang, Xiaoying,Gan, Bing,Liu, Jiwei,Xie, Yuanyuan
, p. 2737 - 2741 (2016)
A simple and efficient method is described for the preparation of α-keto esters or amides from nitromethyl aryl ketones. In the presence of nucleophiles (alcohols or amines), the ion-supported (di-acetoxyiodo)benzene-promoted sp3 C-H oxidation of nitromethyl aryl ketones proceeded efficiently under mild conditions to give the corresponding α-keto esters and amides in moderate to good yields. This is the first reported use of (diacetoxyiodo)benzene in the synthesis of α-keto esters and amides. The reaction is ecofriendly and has the -advantages of mild conditions, short reaction times, and a recyclable reagent.
An efficient method for synthesis of α-keto acid esters from terminal alkynes
Li, Lian-Sheng,Wu, Yu-Lin
, p. 2427 - 2430 (2002)
α-Keto acid esters can be easily prepared in high yields in two steps from terminal alkynes via bromination and oxidation. This strategy provides a versatile access to the synthesis of biologically important natural products with an α-keto acid moiety.
A Tricomponent Reaction Promoted by a Titanium Trichloride/Pyridine System Diastereoselective Synthesis of β-Amino-α-hydroxyesters
Clerici, Angelo,Clerici, Laura,Porta, Ombretta
, p. 5955 - 5958 (1995)
Methyl phenylglyoxylate, aniline and aromatic aldehydes, on treatment with TiCl3/pyridine in anhydrous THF at room temperature, undergo rapid condensation to produce syn-β-amino-α-hydroxyesters.The mechanism of the reaction is rationalized.
One-pot efficient synthesis of aryl α-keto esters from aryl-ketones
Zhuang, Jing,Wang, Changqing,Xie, Fang,Zhang, Wanbin
, p. 9797 - 9800 (2009)
A novel one-pot synthesis of aryl α-keto esters was developed through oxidation of aryl-ketones using selenium dioxide, esterification accompanied by ketalization, and hydrolysis. Both aromatics and heteroaromatics gave good yields by this one-pot method.
