13031-04-4Relevant articles and documents
Investigations on pantothenic acid and its related compounds. XIX. Chemical studies. (9). Synthesis of 2'-ketopantothenic acid and 2',2''-diketopantethine.
Nagase,Hosokawa,Shimizu
, p. 398 - 399 (1969)
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Low-waste process for preparing ketopantolactone, with electrochemical recovery of bromine
Kaabak,Stepnova,Khudenko,Tomilov
, p. 1315 - 1318 (2003)
The process parameters of dehydrogenation of pantolactone with bromine in chloroform and the possibility of bromine recycling by electrolysis of hydrogen bromide formed in the synthesis of ketopanto-lactone were studied.
Facile Synthesis of α-Ketocarbonyl Compounds from α-Hydroxycarbonyl Compounds
Chang, Hae Sung,Woo, Jae Chun,Lee, Kyoung Mo,Ko, Young Kwan,Moon, Surk-Sik,Kim, Dae-Whang
, p. 31 - 36 (2002)
Various α-ketocarbonyl compounds were obtained in excellent yields under mild condition from the reaction of the corresponding α-hydroxycarbonyl compounds with sodium hypobromite in the presence of HCl catalyst.
Leveraging the n→π* Interaction in Alkene Isomerization by Selective Energy Transfer Catalysis
Brüss, Linda,Daniliuc, Constantin G.,Gilmour, Ryan,McLaughlin, Calum,Molloy, John J.,Nevesely, Tomá?
supporting information, (2021/11/30)
Examples of geometric alkene isomerization in nature are often limited to the net exergonic direction (ΔG°0) comparatively under-represented. Inspired by the expansiveness of the maleate to fumarate (Z→E) isomerization in biochemistry, we investigated the inverse E→Z variant to validate nO→πC=O* interactions as a driving force for contra-thermodynamic isomerization. A general protocol involving selective energy transfer catalysis with inexpensive thioxanthone as a sensitizer (λmax=402 nm) is disclosed. Whilst in the enzymatic process nO→πC=O* interactions commonly manifest themselves in the substrate, these same interactions are shown to underpin directionality in the antipodal reaction by shortening the product alkene chromophore. The process was validated with diverse fumarate derivatives (>30 examples, up to Z:E>99:1), including the first examples of tetrasubstituted alkenes, and the involvement of nO→πC=O* interactions was confirmed by X-ray crystallography.
Oxidation of secondary alcohols using solid-supported hypervalent iodine catalysts
Ballaschk, Frederic,Kirsch, Stefan F.
supporting information, p. 5896 - 5903 (2019/11/11)
It is shown how secondary alcohols are oxidized to provide the corresponding ketones by use of Oxone and solid-supported hypervalent iodine catalysts. Under experimentally simple conditions with acetonitrile at elevated temperatures, excellent conversions were achieved with low catalyst loadings (0.2-5 mol%) when employing the conjugates 5 and 6 derived from IBX and IBS. The catalysts are broadly applicable to a range of alcohol substrates. Of primary importance with respect to sustainability issues, the metal-free catalysts are easily removed from the reaction mixture through filtration, and they can be re-used in oxidation processes for multiple times, without loss of catalytic activity.
A practical RuCl3-catalyzed oxidation using trichlproisocyanuric acid as a stoichiometric oxidant under mild nonacidic conditions
Yamaoka, Hidenori,Moriya, Narimasa,Ikunaka, Masaya
, p. 931 - 938 (2013/09/03)
The combined use of catalytic RuCl3 (1.0 mol %) and stoichiometric trichloroisocyanuric acid (TCCA; 1.0 equiv) in the presence of n-Bu4NBr (2.0 mol %) and K2CO3 (3.0 equiv) in 1:1 MeCN/H2O at 25-45°C allows smooth oxidation of primary alcohols to carboxylic acids. Secondary alcohols can be oxidized to ketones when using the same set of the reagents in 1:1 MeCN/ H2O or 1:1 AcOEt/H2O. By proceeding under the nonacidic biphasic conditions dispensing with hazardous reagents, the oxidation reactions are applicable to structurally diverse alcohols, easy to work up, environmentally benign, and basically high-yielding.