34917-91-4Relevant academic research and scientific papers
Visible light-induced C-C bond cleavage in a multicomponent reaction cascade allowing acylations of sulfoximines with ketones
Bolm, Carsten,Ma, Ding,Shi, Peng,Tu, Yongliang,Wang, Chenyang,Zhang, Duo
supporting information, p. 8096 - 8101 (2021/10/04)
Visible light induces C-C-bond cleavage reactions of ketones, which can be utilized forN-acylations of sulfoximines. No (photo)catalyst is required, and the reactions occur at ambient temperature in air. The substrate scope is broad for both ketones and sulfoximines. For convertingNH-sulfoximines, the presence of NBS is essential.
Iron-Catalyzed Cleavage Reaction of Keto Acids with Aliphatic Aldehydes for the Synthesis of Ketones and Ketone Esters
Zhou, Fangyuan,Li, Lesong,Lin, Kao,Zhang, Feng,Deng, Guo-Jun,Gong, Hang
supporting information, p. 4246 - 4250 (2020/03/11)
The radical–radical coupling reaction is an important synthetic strategy. In this study, the iron-catalyzed radical–radical cross-coupling reaction based on the decarboxylation of keto acids and decarbonylation of aliphatic aldehydes to obtain valuable aryl ketones is reported for the first time. Remarkably, when tertiary aldehydes were used as carbonyl sources, ketone esters were selectively obtained instead of ketones. The gram-scale preparation of aryl ketone through this strategy was easily achieved by using only 3 mol % of the iron catalyst. As a proof-of-concept, the bioactive molecule flurprimidol was synthesized in two steps by using this strategy.
Method for preparing aryl ketone based on iron-catalyzed free radical-free radical coupling reaction such as ketonic acid decarboxylation and fatty aldehyde de-carbonylation
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Paragraph 0059-0060, (2020/05/05)
The invention discloses a method for preparing an aryl ketone derivative based on a free radical-free radical cross-coupling reaction such as ketonic acid decarboxylation and fatty aldehyde de-carbonylation. The method comprises the following steps: reacting aryl-substituted ketonic acid with fatty aldehyde under the catalytic action of ferric triacetylacetonate to generate an aryl ketone derivative; the gram-grade reaction can be realized by the method only by using 3mol% of an iron catalyst; and the method has the advantages of no need of consumption of a large amount of a Lewis acid catalyst or a stoichiometric organic metal reagent, mild reaction conditions, one-step reaction, few by-products, wide substrate application range and scalable reaction, and overcomes the defects of large catalyst consumption, insufficient functional group tolerance, many by-products and the like in the prior art.
DMF as carbon source: Rh-catalyzed α-methylation of ketones
Li, Yang,Xue, Dong,Lu, Wei,Wang, Chao,Liu, Zhao-Tie,Xiao, Jianliang
supporting information, p. 66 - 69 (2014/01/23)
An unprecedented Rh-catalyzed direct methylation of ketones with N,N-dimethylformamide (DMF) is disclosed. The reaction shows a broad substrate scope, tolerating both aryl and alkyl ketones with various substituents. Mechanistic studies suggest that DMF delivers a methylene fragment followed by a hydride in the methylation process.
An improved synthesis of hydroxy aryl ketones by fries rearrangement with methanesulfonic acid/methanesulfonic anhydride
Jeon, Ingyu,Mangion, Ian K.
experimental part, p. 1927 - 1930 (2012/10/08)
Methanesulfonic acid treated with methanesulfonic anhydride effectively mediates the Fries rearrangement of aryl esters to give hydroxy aryl ketones with high yields. Georg Thieme Verlag Stuttgart · New York.
PERFUMES COMPRISING 4-ISOBUTYLCYCLOHEXANOLS
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, (2008/06/13)
The invention concerns perfumes and perfumed products comprising 4-isobutylcyclohexanols according to formula (I), wherein R1 represents hydrogen or a methyl or ethyl group and R2 represents hydrogen or a methyl group. The invention also concerns compounds according to formula (I) wherein R1 represents a methyl or ethyl group and R2 represents hydrogen or a methyl group.
Method for producing 1-indanone derivatives
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, (2008/06/13)
A method is provided for the production of 2,2-diorgano-1-indanones, e.g., 2,2-dimethyl-1-indanone, by reacting an alcohol which is the corresponding (diorganosubstitutedmethyl)phenyl(or substitutedphenyl)carbinol, e.g., 2-methyl-1-phenyl-1-propanol, with carbon monoxide in the presence of a Lewis acid catalyst, e.g., hydrogen fluoride, with any substituents on the phenyl group of the alcohol being hydroxy or organo. The foregoing reaction is preferably integrated with the preparation of the feed alcohol by reducing the corresponding (diorganosubstitutedmethyl)phenyl(or substitutedphenyl)ketone, e.g., isobutyrophenone, with a reducing agent containing available hydrogen, e.g., sodium borohydride, or with hydrogen gas in the presence of a hydrogenation catalyst.
Steric and pH Effects on the Rate of Dakin Oxidation of Acylphenols
Hocking, M. B.,Bhandari, K.,Shell, B.,Smyth, T. A.
, p. 4208 - 4215 (2007/10/02)
The rates of hydrogen peroxide oxidation of a series of o- and p-acylphenols with a variety of aliphatic substituents on the carbonyl carbon have been measured over a range of alkaline pH conditions. p-Hydroxypivalophenone was here synthesized for the first time, to complete this series.Relative rates of Dakin oxidation appear to be more strongly affected by the bulk of the aliphatic carbonyl substituent than those found for parallel alkaline ester hydrolyses and somewhat less strongly than those forperbenzoic acid oxidations.Correlations of oxidation rate with pH show a double maximum and a high rate throughout the pH range 9.5-13.5 for o-hydroxyacetophenone and a single maximum of about half the ortho rates over the narrower pH range of 11.5-13.5 for p-hydroxyacetophenone.Unimolecular involvement of undissociated hydrogen peroxide in the rate-determining step of the lower pH maximum for o-hydroxyacetophenone and of hydroperoxide anion in the high-pH maximum for both o- and p-hydroxyacetophenone is one explanation consistent with the observed results.
