87841-94-9Relevant academic research and scientific papers
Tuning Regioselectivity of Wacker Oxidation in One Catalytic System: Small Change Makes Big Step
Hu, Kang-Fei,Ning, Xiao-Shan,Qu, Jian-Ping,Kang, Yan-Biao
, p. 11327 - 11332 (2018/09/06)
A regioselectivity switchable aerobic Wacker-Tsuji oxidation has been developed using catalytic tert-butyl nitrite as a simple organic redox cocatalyst. By solely switching the solvent, either substituted aldehydes or ketones could be prepared under mild
ALDEHYDE-SELECTIVE WACKER-TYPE OXIDATION OF UNBIASED ALKENES
-
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.
Sequential one-pot isomerization-Wittig olefination-hydrogenation
Sabitha, Gowravaram,Nayak, Sambit,Bhikshapathi,Chittapragada, Maruthi,Yadav
experimental part, p. 3661 - 3668 (2011/12/16)
Primary allylic alcohols are isomerized to aldehydes in the presence of Pd(OH)2 and homologated to α,β-unsaturated carbonyl derivatives in one-pot by addition of stabilized Wittig ylides in a sequential fashion. When the reaction was prolonged
β elimination of a phosphonate group from an alkoxyl radical - Intramolecular acylation using acylphosphonate derivatives as carbonyl group acceptors
Cho, Chang Ho,Kim, Sunggak
, p. 917 - 921 (2007/10/03)
The possibility of β elimination of a phosphonate group in radical reactions was studied. The facile β elimination of the phosphonate group from an alkoxyl radical was observed for the first time, whereas the β elimination of the phosphonate group from an
β-elimination of a phosphonate group from an alkoxy radical: An intramolecular acylation approach using an acylphosphonate as a carbonyl group acceptor
Kim, Sunggak,Cho, Chang Ho,Lim, Chae Jo
, p. 9574 - 9575 (2007/10/03)
On the basis of facile β-elimination of a phosphonate group from an alkoxy radical, intramolecular acylation reaction has been developed, in which an acylphosphonate is used as an excellent carbonyl group radical acceptor. Copyright
Oxidative deamination of various primary amines to the corresponding carbonyl compounds by using N-tert-butylphenylsulfinimidoyl chloride
Matsuo, Jun-Ichi,Kawana, Asahi,Fukuda, Yoshio,Mukaiyama, Teruaki
, p. 712 - 713 (2007/10/03)
Various linear and non-linear primary amines were oxidatively deaminated to afford the corresponding carbonyl compounds in good to excellent yields by the following procedure: (i) initial formation of their N-cyclohexylated or N-mesylated derivatives, (ii) subsequent oxidation of these derivatives by using N-tert-butylphenylsulfinimidoyl chloride (1) and DBU, (iii) one-pot acid-hydrolysis of thus formed imines to carbonyl compounds.
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.
