52456-90-3Relevant academic research and scientific papers
Preparation of α-oxygenated ketones by the dioxygenation of alkenyl boronic acids
Patil, Aditi S.,Mo, Dong-Liang,Wang, Heng-Yen,Mueller, Daniel S.,Anderson, Laura L.
supporting information; experimental part, p. 7799 - 7803 (2012/09/08)
Two in two: Dioxygenation of alkenyl boronic acids has been achieved with N-hydroxyphthalimide. The two-step process involves etherification of an alkenyl boronic acid with N-hydroxyphthalimide followed by a [3,3] rearrangement. The dioxygenated product can then be hydrolyzed to form either the corresponding α-hydroxy ketone or the α-benzoyloxy ketone. Copyright
Oxidation of ketone by palladium(II), α-hydroxyketone synthesis catalyzed by a bimetallic palladium(II) complex
El-Qisairi, Arab K,Qaseer, Hanan A
, p. 50 - 55 (2007/10/03)
A bimetallic palladium(II) complex containing a triketone ligand and a bridging dinitrogen ligand oxidizes ketones in aqueous THF to α-hydroxyketone by a direct air oxidation. While the normal synthesis of α-hydroxyketones involves a series of reactions, this synthesis performs the transformation in one step in a catalytic air oxidation. This synthesis does not involve an olefin and is almost unprecedented in transition metal catalysis. Its main virtue is its simplicity and actually it is an enolization reaction. Methanesulfonic acid is used to accelerate the enolization of ketones. The reaction is carried out in the presence of CuCl2 and/or dioxygen only. In particular, it is found that the hydroxyketone formation does not require the presence of CuCl2. Matrix assisted laser desorption ionization (MALDI) and time-of-flight mass spectrometry (TOFMS) are used to record the mass spectra of α-hydroxyketones products. α-Cyano-4-hydroxycinnamic acid (CHCA) matrix promoted the molecular ion detection when 180 pmol of α-hydroxyketones is introduced into the TOFMS.
Direct α-hydroxylation of ketones under acidic conditions using [bis(trifluoroacetoxy)]iodobenzene
Moriarty,Berglund,Penmasta
, p. 6065 - 6068 (2007/10/02)
[Bis(trifluoroacetoxy)] iodobenzene and trifluoroacetic acid in CH3CN/H2O reacts with aromatic, heteroaromatic, and aliphatic ketones to afford α-hydroxyketones in moderate to good yields.
α-Hydroxylation on Ketones Using o-Iodosylbenzoic Acid
Moriarty, Robert M.,Hou, Kwang-Chung
, p. 691 - 694 (2007/10/02)
o-Iodosylbenzoic acid (KOH/CH3OH) converts various ketones to α-hydroxydimethylacetals in high yield with the advantageous feature of solubility of the reduction product o-iodobenzoic acid under the basic reaction conditions thus allowing isolation of the oxidation product by simple CH2Cl2 extraction.
ACTION DE L'OZONE SUR DES DERIVES VINYLIQUES; REACTIONS CONSERVANT L'ENCHAINEMENT CARBONE.
Strobel, Marie-Paule,Morin, Luc,Paquer, Daniel
, p. 523 - 524 (2007/10/02)
Ozone reacts with vinyl derivatives (sulphides, enamines, ethers) and gives abnormal reactions or/and double bond cleavages.
