62585-03-9Relevant academic research and scientific papers
Direct synthesis of 1,3-dicarbonyl compounds via radical coupling of aldehydes with ketones under metal-free conditions
Shen, Xuqian,Borah, Arun Jyoti,Cao, Xihan,Pan, Weixiang,Yan, Guobing,Wu, Xiangmei
supporting information, p. 6484 - 6487 (2015/11/16)
An efficient approach for the synthesis of 1,3-diketones from aldehydes and ketones has been developed using Bu4NI (TBAI) as the catalyst. In the presence of DTBP-TBHP/p-TsOH, aldehydes undergo radical coupling with ketones to provide the desired products in moderate to high yields at 120 °C. Although various substituents on the aromatic ring of aldehydes are well tolerable under the standard reaction conditions, the protocol is limited by the scope of ketones. The method exhibits advantages in terms of the easy access of the starting materials, operational simplicity, functional group tolerance, and the absence of metal catalyst.
Direct route to 1,3-diketones by palladium-catalyzed carbonylative coupling of aryl halides with acetylacetone
Korsager, Signe,Nielsen, Dennis U.,Taaning, Rolf H.,Lindhardt, Anders T.,Skrydstrup, Troels
supporting information, p. 17687 - 17691 (2014/01/17)
Man up your magnesium! By employing a MgCl2/Et3N system, aryl diketones can be generated from the Pd-catalyzed carbonylative α-arylation of acetylacetone with aryl bromides (see scheme). The method is ideal for the introduction of carbon isotopes into more complex structures, since only stoichiometric amounts of carbon monoxide are employed. Copyright
Strategy for the synthesis of pyridazine heterocycles and their derivatives
Bel Abed, Hassen,Mammoliti, Oscar,Bande, Omprakash,Van Lommen, Guy,Herdewijn, Piet
, p. 7845 - 7858 (2013/09/12)
The first synthesis of novel fused pyridazines has been realized starting from 1,3-diketones involving a Diaza-Wittig reaction as a key step. A convenient strategy was elaborated to access versatile pyridazine derivatives allowing the variation of substituents at position 6 of the heterocyclic ring. In a first part, pyridazines bearing an ester group were synthesized as a model to evaluate the methodology. In a second part, an improved procedure has been used for the synthesis of pyridazines bearing a ketone group and different methods of cyclization were carried out, leading to several hitherto unknown biheterocyclic compounds. This reaction scheme represents an attractive methodology for the synthesis of novel fused pyridazine derivatives.
Highly efficient indium(III)-mediated cyclisation of 5-hydroxy-1,3- diketones to 2,3-dihydro-4H-pyran-4-ones; Mechanistic insights from in situ Fourier transform infrared spectroscopy
Andrews, Philip C.,Gee, William J.,Junk, Peter C.,Krautscheid, Harald
supporting information; experimental part, p. 698 - 705 (2010/05/11)
5-Hydroxy-1,3-diketones have been synthesised in a facile one-pot reaction from the treatment of acid chlorides with non-substituted ketones and LiHMDS. Subsequent cyclisation to 2,3-dihydro-4H-pyran-4-ones occurs rapidly and in high yield (89-99%) when mediated by anhydrous indium(iii) chloride. A spectroscopic study of the reaction using in situ Fourier transform infrared (FTIR) spectroscopy has shown the reaction to be highly dependent on temperature, metal complex formation and InCl3 concentration. Since the reaction is deactivated by the precipitation of [InCl3·(H 2O)3], the concurrent use of a stronger drying agent, such as molecular sieves 4 A or anhydrous MgSO4, allows the reaction to be successfully carried out at relatively low loadings of InCl 3 (1-10%). In their absence, the optimum reaction conditions were found to be a diketone:InCl3 ratio of 3:1 in toluene, and a reaction temperature of 80 °C.
Design of 3-(4-carboxybenzoyl)-2-quinolinecarboxaldehyde as a reagent for ultrasensitive determination of primary amines by capillary electrophoresis using laser fluorescence detection
Liu, Jinping,Hsieh, You-Zoung,Wiesler, Donald,Novotny, Milos
, p. 408 - 412 (2007/10/02)
Amino acids and peptides, from both standard solutions and biological samples, were successfully reacted with 3-(4-carboxybenzoyl)-2-quinolinecarboxaldehyde, at low concentration, to form highly fluorescent isoindole derivatives. The formed mixtures are e
