21876-11-9Relevant academic research and scientific papers
METHOD FOR PRODUCING KETONE DERIVATIVE
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, (2021/06/25)
PROBLEM TO BE SOLVED: To provide a method for producing a ketone derivative using a zinc derivative with high stability. SOLUTION: For example, a toluene solution of 6-decanethio-6-oxo hexanoic acid methyl and a 10% Pd/C-DMF suspension are added into a THF solution of phenyl pivalic acid zinc sequentially for a reaction, to synthesize 5-benzoylpentanoic acid methyl on the right side in the formula shown below. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT
Metal-Free, Visible-Light-Induced Selective C?C Bond Cleavage of Cycloalkanones with Molecular Oxygen
Xin, Hong,Duan, Xin-Hua,Liu, Le,Guo, Li-Na
supporting information, p. 11690 - 11694 (2020/08/21)
A metal-free, visible-light-induced oxidative C?C bond cleavage of cycloketones with molecular oxygen is described. Cooperative Br?nsted-acid catalysis and photocatalysis enabled selective C?C bond cleavage of cycloketones to generate an array of γ-, δ- and ?-keto esters under very mild conditions. Mechanistic studies indicate that singlet molecular oxygen (1O2) is responsible for this transformation.
Ni-Catalyzed β-Alkylation of Cyclopropanol-Derived Homoenolates
Mills, L. Reginald,Zhou, Cuihan,Fung, Emily,Rousseaux, Sophie A. L.
, p. 8805 - 8809 (2019/11/03)
Metal homoenolates are valuable synthetic intermediates which provide access to β-functionalized ketones. In this report, we disclose a Ni-catalyzed β-alkylation reaction of cyclopropanol-derived homoenolates using redox-active N-hydroxyphthalimide (NHPI) esters as the alkylating reagents. The reaction is compatible with 1°, 2°, and 3° NHPI esters. Mechanistic studies imply radical activation of the NHPI ester and 2e β-carbon elimination occurring on the cyclopropanol.
Oxygenation of Simple Olefins through Selective Allylic C?C Bond Cleavage: A Direct Approach to Cinnamyl Aldehydes
Liu, Jianzhong,Wen, Xiaojin,Qin, Chong,Li, Xinyao,Luo, Xiao,Sun, Ao,Zhu, Bencong,Song, Song,Jiao, Ning
supporting information, p. 11940 - 11944 (2017/09/20)
A novel metal-free allylic C?C σ-bond cleavage of simple olefins to give valuable cinnamyl aldehydes is reported. 1,2-Aryl or alkyl migration through allylic C?C bond cleavage occurs in this transformation, which is assisted by an alkyl azide reagent. This method enables O-atom incorporation into simple unfunctionalized olefins to construct cinnamyl aldehydes. The reaction features simple hydrocarbon substrates, metal-free conditions, and high regio- and stereoselectivity.
Effect of carbon chain length in the substituent of PCBM-like molecules on their photovoltaic properties
Zhao, Guangjin,He, Youjun,Xu, Zheng,Hou, Jianhui,Zhang, Maojie,Min, Jie,Chen, Hsiang-Yu,Ye, Mingfu,Hong, Ziruo,Yang,Li, Yongfang
experimental part, p. 1480 - 1487 (2011/12/02)
A series of [6,6]-phenyl-C61-butyric acid methyl ester (PCBM)-like fullerene derivatives with the butyl chain in PCBM changing from 3 to 7 carbon atoms, respectively (F1-F5), are designed and synthesized to investigate the relationship between
One-pot synthesis of oxo acid derivatives by RhI-catalyzed chelation-assisted hydroacylation
Jo, Eun-Ae,Jun, Chul-Ho
, p. 2504 - 2507 (2007/10/03)
Various oxo acid derivatives were obtained directly from the reaction of aliphatic and aromatic aldehydes with ω-alkenoic acid derivatives in the presence of rhodium(I) complexes and 2-amino-3-picoline. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Polymer-supported tertiary amine in organic synthesis: A useful reagent in the conversion of alkenes to carbonyl compounds via the corresponding ozonides
Hon, Yung-Son,Wu, Kun-Chan
, p. 493 - 498 (2007/10/03)
Polymer-supported tertiary amine 6 is useful to workup the ozonolytic reaction of alkenes. The corresponding carbonyl products can be isolated in excellent yields by simple filtration. For some substituted alkenes, carboxylic acids were formed as the major products and can be isolated from the polymeric resin by washing with 1M HCl followed by extraction with organic solvent. In all cases, simply washing with aqueous NaOH can regenerate the polymeric amine 6. The reactivity of the regenerated polymeric amine is as effective as that of the freshly prepared one.
Oxidation of 2-alkylcycloalkanones with iodine-cerium(IV) salts in alcohols
He, Liangyou,Kanamori, Miyuki,Horiuchi, C. Akira
, p. 122 - 123 (2007/10/03)
The reaction of 2-alkylcycloalkanones with iodine-cerium(IV) salts in alcohols (methanol, ethanol, propan-1-ol or propan-2-ol) gave the respective oxo ester in 28-98% yields.
Oxidation of 2-substituted cycloalkanones with cerium(IV) sulfate tetrahydrate in alcohols and acetic acid
He, Liangyou,Horiuchi, C. Akira
, p. 2515 - 2521 (2007/10/03)
The reaction of 2-substituted cycloalkanones with cerium(IV) sulfate tetrahydrate (CS) in alcohols and acetic acid gave the corresponding alkyl esters of oxo acids (80-96%) and oxo acids (78-96%), respectively, by oxidative cleavage of the C(R).C=O bond. In the case of 2-iodocycloalkanones in methanol, the dimethyl ester was obtained in good yield. A treatment of 5α-cholestan-3-one with CS in methanol produced 2-acetal 3-ester of 2,3-seco derivative in good yield. The effects of cerium(IV) and copper(II) salts are also discussed.
