54542-08-4Relevant academic research and scientific papers
Nitrate promoted mild and versatile Pd-catalysed C(sp2)-H oxidation with carboxylic acids
Hao, Hong-Yan,He, Yu-Ting,Lou, Shao-Jie,Luo, Gen,Mao, Yang-Jie,Xiong, Xue,Xu, Dan-Qian,Xu, Zhen-Yuan
supporting information, p. 6732 - 6737 (2020/09/21)
A nitrate-promoted Pd-catalysed mild cross-dehydrogenative C(sp2)-H bond oxidation of oximes or azobenzenes with diverse carboxylic acids has been developed. In contrast to the previous catalytic systems, this protocol features mild conditions (close to room temperature for most cases) and a broad substrate scope (up to 64 examples), thus constituting a versatile method to directly prepare diverse O-aryl esters. Moreover, the superiority of the nitrate additive in this mild transformation was further determined by experimental and computational evidence.
Reusable Palladium Nanoparticles Catalyzed Oxime Ether Directed Mono Ortho-Hydroxylation under Phosphine Free Neutral Condition
Saha, Rajib,Perveen, Naziya,Nihesh, Naorem,Sekar, Govindasamy
supporting information, p. 510 - 519 (2018/12/11)
An efficient, reusable and stable binaphthyl stabilized Pd-nanoparticles (Pd-BNP) catalyzed the direct ortho-C?H hydroxylation of acetophenone oxime ethers under neutral and phosphine ligand-free condition has been developed. A readily available, economic, safe and greener oxidant oxone has been used in this direct ortho-hydroxylation. The scope of the reaction has been studied with various acetophenone oxime ethers including electron rich to electron deficient system and the reaction afforded only mono hydroxylated products in a highly regioselective manner. Several control experiment results confirmed that the oxone is the hydroxyl source. The Pd-BNP catalyst has been reused up to five times. The heterogeneous test confirmed that the reaction is catalyzed by the heterogeneous Pd-BNP catalyst. (Figure presented.).
Method for synthesizing oxime ether compound based on C-N bond breakage
-
Paragraph 0085; 0086; 0087, (2017/01/26)
The invention relates to a method for synthesizing an oxime ether compound based on C-N bond breakage. The method comprises the step of making a compound shown in equation (1) and a compound show in equation (2) react in the presence of peroxide and an organic solvent to obtain the oxime ether compound as shown in formula (3), and reaction expression is shown in the description. According to the method, synthesis path is short, starting materials are simple, reaction condition is mild, the peroxide is cheap and free of pollution, substrate range is wide, products are easy to separate, and adaptability is high when reaction is amplified to be at the gram grade.
Carbon Acidity. 79. Acidity of Enolate Equivalent Compounds: Oxime Ethers
Ciula, James C.,Streitwieser, Andrew
, p. 1989 - 1993 (2007/10/02)
A series of benzylic oxime ethers were synthesized (CH3ON=C(CH2Ar)2, Ar = phenyl (1), 4-biphenylyl (2), 1-naphthyl (3), and the equilibrium ion pair acidities in THF were determined.The lithium ion pair acidity of 1 was found to be approximately 5 pK units lower than the corresponding cesium ion pair acidity.The oxime ethers are approximately 10 orders of magnitude less acidic than their corresponding ketones for cesium ion pairs.Thermodynamic parameters for the equilibrium acidities were measured and are consistent for contact ion pair monomers being the important species in solution.An aggregation study also indicated that these cesium oxime ether enolates exist mainly as ion pair monomers.The role of gegenion in the stability of oxime ether anions is discussed.
