22409-85-4Relevant articles and documents
Palladium-catalyzed anti-Markovnikov oxidative acetalization of activated olefins with iron(iii) sulphate as the reoxidant
Fernandes, Rodney A.,Kumar, Praveen,Yadav, Sandhya S.
, p. 427 - 443 (2022/01/20)
This paper discloses the efficient palladium-catalyzed anti-Markovnikov oxidative acetalization of activated terminal olefins with iron(iii) sulfate as the reoxidant. This methodology requires mild reaction conditions and shows high regioselectivity toward anti-Markovnikov products and compatibility with a wide range of functional groups. Iron(iii) sulphate was the sole reoxidant used in this method. Various olefins like vinylarenes, aryl-allylethers, aryl or benzyl acrylates and homoallylic alcohols all reacted well providing anti-Markovnikov acetals, some of which represent orthogonally functionalized 1,3- and 1,4-dioxygenated compounds.
Regioselective Wacker-Type Oxidation of Internal Olefins in tBuOH Using Oxygen as the Sole Oxidant and tBuONO as the Organic Redox Cocatalyst
Huang, Qing,Li, Ya-Wei,Ning, Xiao-Shan,Jiang, Guo-Qing,Zhang, Xiao-Wei,Qu, Jian-Ping,Kang, Yan-Biao
supporting information, p. 965 - 969 (2020/02/15)
A regioselective Wacker-Tsuji oxidation of internal olefins in tBuOH has been developed using oxygen as the terminal oxidant and tert-butyl nitrite as the simple organic redox cocatalyst without the involvement of hazardous cocatalysts or harsh reaction conditions. A series of internal olefins bearing various functional groups can be oxidized to the corresponding substituted ketones in generally good yields with high regioselectivities.
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
2-AMINO-1,3,4-THIADIAZINE AND 2-AMINO-1,3,4-OXADIAZINE BASED ANTIFUNGAL AGENTS
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Page/Page column 65, (2017/02/09)
The invention provides a compound which is a diazine of formula (I) or a tautomer thereof, or a pharmaceutically acceptable salt thereof, for use as an antifungal agent: (I) wherein X, N', C', A and E are as defined herein. The invention also provides a compound of Formula (I) as defined herein.
Benzene C-H Etherification via Photocatalytic Hydrogen-Evolution Cross-Coupling Reaction
Zheng, Yi-Wen,Ye, Pan,Chen, Bin,Meng, Qing-Yuan,Feng, Ke,Wang, Wenguang,Wu, Li-Zhu,Tung, Chen-Ho
supporting information, p. 2206 - 2209 (2017/05/12)
Aryl ethers can be constructed from the direct coupling between the benzene C-H bond and the alcohol O-H bond with the evolution of hydrogen via the synergistic merger of photocatalysis and cobalt catalysis. Utilizing the dual catalyst system consisting of 3-cyano-1-methylquinolinum photocatalyst and cobaloxime, intermolecular etherification of arenes with various alcohols and intramolecular alkoxylation of 3-phenylpropanols with formation of chromanes are accomplished. These reactions proceed at remarkably mild conditions, and the sole byproduct is equivalent hydrogen gas.
Tert-Butyl Nitrite: Organic Redox Cocatalyst for Aerobic Aldehyde-Selective Wacker-Tsuji Oxidation
Ning, Xiao-Shan,Wang, Mei-Mei,Yao, Chuan-Zhi,Chen, Xian-Min,Kang, Yan-Biao
supporting information, p. 2700 - 2703 (2016/06/15)
An aldehyde-selective aerobic Wacker-Tsuji oxidation is developed. Using tert-butyl nitrite as a simple organic redox cocatalyst instead of copper or silver salts, a variety of aldehydes were achieved as major products in up to 30/1 regioselectivity as well as good to high yields at room temperature.
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.
Catalyst-controlled wacker-type oxidation: Facile access to functionalized aldehydes
Wickens, Zachary K.,Skakuj, Kacper,Morandi, Bill,Grubbs, Robert H.
supporting information, p. 890 - 893 (2014/02/14)
The aldehyde-selective oxidation of alkenes bearing diverse oxygen groups in the allylic and homoallylic position was accomplished with a nitrite-modified Wacker oxidation. Readily available oxygenated alkenes were oxidized in up to 88% aldehyde yield and as high as 97% aldehyde selectivity. The aldehyde-selective oxidation enabled the rapid, enantioselective synthesis of an important pharmaceutical agent, atomoxetine. Finally, the influence of proximal functional groups on this anti-Markovnikov reaction was explored, providing important preliminary mechanistic insight.
Process for the Preparation of 4-(4-hydroxyphenyl)butan-2-one Using Solid Acid Clay Catalyst
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Page/Page column 5, (2011/10/31)
Solid acid catalyst such as acid activated-Montmorillonite clay composite has been developed by modifying the Na-Montmorillonite clay with acid (HCl) treatment for different periods such as 5 minutes to about 4 hours and activating at about 12O° C. for about 2 hours. Friedel Crafts alkylation reaction between phenol and 4-hydroxybutan-2-one in presence of the acid activated Montmorillonite clay catalysts exhibiting layered clay structures (basal spacing d001 ranging from about 10 to 13.5 ?), high surface area (250-400 m2/g), highly porous {micropores in the range 5 to 15 ? and mesopores in the range 30 to 80 ?}, average pore volume 0.2 to 0.65 cc/g, and surface acidity in the range 0.4-0.6 mmol/g; under constant stirring and at pressure of 1-15 bar, temperature 100-15O° C. for a period of about 12-24 hours produces 4-(4-hydroxyphenyl)butan-2-one (Raspberry ketone) exhibiting conversion about 35-55% and high selectivity in the range 75-81%.
The ionic liquid ethyltri-n-butylphosphonium tosylate as solvent for the acid-catalysed hetero-Michael reaction
Karodia, Nazira,Liu, Xihan,Ludley, Petra,Pletsas, Dimitrios,Stevenson, Grace
, p. 11039 - 11043 (2007/10/03)
A new and convenient method for the acid-catalysed Michael addition reactions of alcohols, thiols and amines to methyl vinyl ketone has been developed using the ionic liquid ethyltri-n-butylphosphonium tosylate. The reaction conditions are mild and obviat