65851-20-9Relevant articles and documents
ALDEHYDE-SELECTIVE WACKER-TYPE OXIDATION OF UNBIASED ALKENES
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Paragraph 0178-0183, (2014/10/29)
This disclosure is directed to methods of preparing organic aldehydes, each method comprising contacting a terminal olefin with an oxidizing mixture comprising: (a) a dichloro-palladium complex; (b) a copper complex; (c) a source of nitrite; under aerobic reaction conditions sufficient to convert at least a portion of the terminal olefin to an aldehyde.
Preparation of ketones from nitriles and phosphoranes
Taber, Douglass F.,Cai, Lisi
, p. 4887 - 4888 (2007/10/03)
The preparation of a ketone from a phosphorane and a nitrile is described. The workup conditions are mild, and the yields are high. The unreacted starting materials can easily be recovered.
Novel radical reaction of phenylsulfonyl oxime ethers. A free radical acylation approach
Kim, Sunggak,Lee, Ill Young,Yoon, Joo-Yong,Oh, Dong Hyun
, p. 5138 - 5139 (2007/10/03)
Although acylation represents one of the most useful and thoroughly studied reactions in organic chemistry, a successful free radical mediated acylation is not presently available. free radical carbonylation has recently been reported. This reaction allow
Hydroxyalkylation with α-Hydroperoxydiazenes. Alcohols from Olefins and Carbonyl Compounds from Enol Ethers
Osei-Twum, Emmanuel Y.,McCallion, Doug,Nazran, Avtar S.,Panicucci, Rick,Risbood, Prabhakar A.,Warkentin, John
, p. 336 - 342 (2007/10/02)
Alkyl(1-hydroxy-1-methylethyl)diazenes 2a-f were prepared in solution by autoxidation of the corresponding hydrazones of acetone.Thermolysis of the diazenes at 50-80 deg C in alkenes leads to alcohols.For example, 2b decomposes in 1,1-diphenylethene to afford 5-hydroxy-5,5-diphenylpentanenitrile.Alkenes with abstractable allylic hydrogens gave analogous products, but in very low yield.Thermolysis of a diazene 2 in an enol ether solvent leads to an aldehyde or a ketone.Thus, 2a decomposes in 1-ethoxyethene and in 2-methoxypropene to afford, respectively, 4,4,4-trifluorobutanal and 5,5,5-trifluoro-2-pentanone.Yields lie in range from 50percent to 70percent.The thermolysis of 2 in alkenes involves radical intermediates and radical chain hydroxyalkylation of alkene double bonds.In one chain-propagating step, R*, generated from 2, adds to the alkene.The adduct radical so formed propagates by inducing decomposition of 2 by attack at hydroxyl oxygen.According to this mechanism, initial products from enol ethers are hemiacetals or hemiketals which do not survive the reaction conditions but decompose to the corresponding carbonyl compounds.Preliminary evidence for this mechanism is presented.