Xi:Irritant;
100-83-4Relevant articles and documents
Intramolecular propargyl transfer reaction catalyzed by electrogenerated nickel complexes
Franco, Delphine,Dunach, Elisabet
, p. 2951 - 2954 (1999)
The intramolecular transfer of the propargyl group of aryl propargyl ethers to a carbonyl group can be effected by a nickel-catalyzed electrochemical reaction. Homopropargyl alcohols with 2-hydroxyphenyl substituents can be obtained, using a magnesium anode in single compartment cells.
Shape-selective oxidation of benzylic alcohols by a receptor functionalized with a dicopper(II) pyrazole complex
Martens,Klein Gebbink,Feiters,Nolte
, p. 5667 - 5670 (1994)
A novel metallohost containing a substrate-binding site and two copper ions held by two bis-pyrazole ligand sets is described. The cavity of this molecule can bind dihydroxybenzene guests (association constants in chloroform are in the range Ka = 2000-3000 M-1). In the presence of benzylic alcohols the Cu(II) centers of the metallohost are reduced to Cu(I). During this process the alcohols are oxidized to aldehydes. Benzylic alcohols possessing phenolic hydroxyl functions are extremely effective in the reduction reaction. It is believed that they are bound in the cavity of the metallohost and are oriented in the correct position with respect to the copper centers. This results in a rate enhancement of at least 4 orders of magnitude for the oxidation reaction.
Indium as a reducing agent: Deprotection of 4-nitrobenzyl ethers and esters
Moody, Christopher J.,Pitts, Michael R.
, p. 1575 - 1576 (1999)
Indium in aqueous ethanolic ammonium chloride is an effective method for the deprotection of 4-nitrobenzyl ethers and esters.
An efficient and sustainable protocol for oxidation of alcohols to carbonyl compounds
Wagh, Ravindra B.,Nagarkar, Jayashree M.
, p. 3443 - 3447 (2018)
A simple and extremely efficient protocol is developed for oxidation of alcohols to carbonyl compounds at room temperature by using green solvent lactic acid and green oxidant H2O2. This protocol provides high conversion under catalyst free conditions. The easy work up procedure allows high selectivity and good to excellent yields of carbonyl compounds with purity. We have performed wide range of substrates in present study with primary focus on reusability of lactic acid.
Oxidative deoximation to their parent carbonyl compounds with ammonium chlorochromate adsorbed on alumina
Zhang, Gui-Sheng,Yang, De-Hong,Chen, Mi-Feng,Cai, Kun
, p. 2221 - 2225 (1998)
A convenient method for the oxidative cleavage of oximes to their parent aldehydes and ketones with ammonium chlorochromate adsorbed on alumina is described.
Prodrugs - Part 1. Formylphenyl esters of aspirin
Bowden,Huntington,Powell
, p. 987 - 993 (1998)
The synthesis and study of a novel series of potential prodrugs of aspirin is reported. 2-, 3- and 4-formylphenyl aspirins, as well as a series of 4-substituted 2-formylphenyl aspirins, have been prepared. A study of their alkaline hydrolysis indicates that these compounds act as true prodrugs of aspirin which hydrolyse to aspirin and the formylphenol. The rates of hydrolysis and activation parameters indicate that hydrolysis of the 2-formylphenyl esters employs an intramolecular catalytic route.
Enantioselective precipitate of amines, amino alcohols, and amino acids via schiff base reaction in the presence of chiral ionic liquid
Wu, Datong,Cai, Pengfei,Zhao, Xiaoyong,Pan, Yuanjiang
, p. 5018 - 5021 (2017)
Two novel chiral ionic liquids are synthesized as the chiral selector. Racemates of amines, amino alcohols, and amino acids could generate enantioselective precipitate with multicomponent self-assemblies under mild conditions. The approach allows for enan
Biooxidation of Primary Alcohols to Aldehydes through Hydrogen Transfer Employing Janibacter terrae
Orbegozo, Thomas,De Vries, Johannes G.,Kroutil, Wolfgang
, p. 3445 - 3448 (2010)
Chemoselective oxidations still represent a challenge for chemists. Lyophilized cells of Janibacter terrae were employed for the chemoselective oxidation of primary alcohols to the corresponding aldehydes by hydrogen transfer with the use of acetaldehyde as the hydrogen acceptor. Secondary alcohol moieties were transformed at a much slower rate. The substrate spectrum encompasses substituted benzyl alcohols, whereby substrates with a substituent in the meta position were well tolerated, whereas only very small substituants were tolerated in the ortho position. Furthermore, nalkanols and allylic alcohols were transformed with good conversions. The biocatalyst was compatible with DMSO as a water miscible organic solvent up to 30 % v/v.
Homoallylic alcohols via a chemo-enzymatic one-pot oxidation-allylation cascade
Fuchs, Michael,Schober, Markus,Pfeffer, Jan,Kroutil, Wolfgang,Birner-Gruenberger, Ruth,Faber, Kurt
, p. 2354 - 2358 (2011)
A chemo-enzymatic one-pot, two-step transformation of (hetero)-benzylic and cinnamic alcohols to yield the elongated homoallylic sec-alcohols in water in up to 96% isolated yield has been developed. The sequence comprised an enzymatic alcohol oxidation using galactose oxidase from Fusarium sp. NRRL 2903 to furnish the corresponding aldehydes, which were subjected directly to allylation via indium(0)-mediated Barbier-type coupling with allyl bromide or by addition of allylboronic acid pinacol ester. Copyright
A novel and efficient oxidation of benzyl alcohols to benzaldehydes with DMSO catalyzed by acids
Li, Chunbao,Xu, Yanli,Lu, Ming,Zhao, Zhuxuan,Liu, Lanjun,Zhao, Zheyuan,Cui, Yi,Zheng, Pengwu,Ji, Xioujie,Gao, Guangjie
, p. 2041 - 2042 (2002)
Oxidation of benzyl alcohols to the corresponding aldehydes was achieved by an acid catalyzed DMSO oxidation. When the oxidation was catalyzed by HBr, no side products were detected. In most cases, the yields were excellent. The oxidation rate depends on both the nature and the position of the substituents on the aromatic rings. A tentative mechanism is proposed for the oxidation.
