20895-66-3Relevant academic research and scientific papers
Visible light promoted continuous flow photocyclization of 1,2-diketones
Frongia, Angelo,Luridiana, Alberto,Porcu, Stefania,Ricci, Pier Carlo,Secci, Francesco
supporting information, p. 3684 - 3689 (2020/06/03)
The continuous flow Norrish-Yang photocyclization of 1,2-diketones has been developed and used for the synthesis of a large number of functionalized 2-hydroxycyclobutanones, under blue light irradiation and employing acetone as a solvent. This eco-friendly procedure represents a valid alternative to the reactions carried out in batches thus reducing the reaction times, the formation of secondary products and simplifying the purification steps. The use of differently substituted diketone compounds has allowed us to obtain a wide range of 2 and 3-functionalized cyclobutanones, thus allowing the evaluation of the scope and limitations of this procedure.
Magnetic magnetite nanoparticals catalyzed selective oxidation of Α-hydroxy ketones with air and one-pot synthesis of benzilic acid and phenytoin derivatives
Li, Xiaona,Xia, Dandan,Wen, Zhiyong,Gong, Bowen,Sun, Maolin,Wu, Yue,Zhang, Jie,Sun, Jun,Wu, Yang,Bao, Kai,Zhang, Weige
, p. 63 - 69 (2018/06/26)
A clean and efficient protocol for selective oxidation of α-hydroxy ketones using magnetic magnetite nanoparticals (Fe3O4·MNPs) as catalyst with air as green oxidant has been developed. Application of Fe3O4·MNPs was also proved to be successful in one-pot synthesis of benzilic acid and phenytoin derivatives. The facile one-pot procedure enhanced the production efficiency, shortened the reaction time and minimized the chemical waste. Notably, the catalyst can be reused at least for five times without any appreciable loss of its activity.
Titanium-mediated reductive cross-coupling reactions of imines with nitriles: An efficient route for the synthesis of α-aminoketones or 1,2-diketones
Chen, Haoyi,Fan, Guoqin,Li, Shi,Mao, Kebin,Liu, Yuanhong
supporting information, p. 1593 - 1596 (2014/03/21)
The reaction of imines with low-valent titanium species, generated in situ by using Ti(OiPr)4/2 c-C5H9MgCl reagent, affords titanium-imine complex, which can couple with nitriles to provide 2,5-diazatitanacyclop
Pyridazine-based N-heterocyclic carbene complexes and ruthenium-catalyzed oxidation reaction of alkenes
Liu, Xiaolong,Chen, Wanzhi
, p. 6614 - 6622 (2012/11/06)
[Ru2Cl(L)(CH3CN)4](PF6) 3 (1, L = 3,6-bis(N-(pyridylmethyl)imidazolylidenyl)pyridazine), [Cu3La3](PF6)3 (2, L a = 3-(N-(pyridylmethyl)imidazolylidenyl)-6-(N-(pyridylmethyl) imidazolylonyl)pyridazine), [Pd2(allyl)2L](PF 6)2 (3), [Pd2(allyl)2L b2](PF6)2 (4, Lb = N-pyridylmethylimidazole), and [NiLc2](PF 6)2 (5, Lc = 3-(N-(pyridylmethyl) imidazolylidenyl)-6-methoxylpyridazine) have been synthesized and fully characterized by NMR spectroscopy, elemental analysis, and X-ray diffraction analysis. In complex 1, ligand L binds to two Ru(II) centers, forming a well-behaved Ru2(L)Cl plane with a five-membered metallocyclic ring. Complex 2 is trinuclear, containing a triangular Cu3 unit bonded together by three 3-(N-(pyridylmethyl)imidazolylidenyl)-6-(N-(pyridylmethyl) imidazolylonyl)pyridazine, where one imidazolylidene was oxidized into imidazolone. Deprotonation reaction with Ag2O in CH3CN and CH3OH resulted in C-N cleavage of the imidazolium salt, and subsequent reaction with [Pd(allyl)Cl]2 and Ni(PPh3) 2Cl2 gave 4 and 5, respectively. Dinuclear Ru(II)-NHC complex 1 exhibits excellent catalytic activity for the oxidation of alkenes into diketones.
Ruthenium-catalyzed oxidation of alkenes at room temperature: A practical and concise approach to α-diketones
Chen, Shulin,Liu, Zhaojun,Shi, Erbo,Chen, Long,Wei, Wei,Li, Hong,Cheng, Yannan,Wan, Xiaobing
supporting information; experimental part, p. 2274 - 2277 (2011/06/27)
Chemical equations presented. The catalytic oxidation of alkenes to α-diketones is unprecedented. A new oxidation of alkenes, catalyzed by a ruthenium complex, which allows an efficient route to α-diketones using TBHP as an oxidant is described. This methodology is highly functional group tolerant, is practically convenient, requires no additional ligand, and operates under mild conditions with short reaction times. Based upon experimental observations, a plausible mechanism is proposed.
Palladium-catalyzed carbonation-diketonization of terminal aromatic alkenes via carbon-nitrogen bond cleavage for the synthesis of 1,2-diketones
Wang, Azhong,Jiang, Huanfeng,Li, Xianwei
supporting information; experimental part, p. 6958 - 6961 (2011/10/02)
A palladium-catalyzed carbonation-diketonization reaction of terminal alkenes via carbon-nitrogen bond cleavage under an atmosphere of oxygen has been developed. A series of 1,2-diketones were readily prepared from the reaction of aromatic terminal alkenes with nitroalkanes.
Polymer-supported synthesis of α- and β-hydroxyketones through the formation of 1,3-dithiane intermediates
Bertini, Vincenzo,Lucchesini, Francesco,Pocci, Marco,Alfei, Silvana,Idini, Barbara
body text, p. 1141 - 1144 (2009/04/06)
The synthesis of polymer-supported 2-monosubstituted 1,3-dithianes from soluble copolymers bearing 1,3-propanedithiol groups, their lithiation, reactions with electrophiles such as aldehydes, ketones, α,β- unsaturated ketones and oxiranes, and cleavage of
New oxidative transformations of alkenes and alkynes under the action of diacetoxyiodobenzene
Yusubov,Zholobova,Filimonova,Chi, Ki-Whan
, p. 1735 - 1742 (2007/10/03)
Treatment of alkenes and alkynes with diacetoxyiodobenzene activated by mineral and organic acids predominantly results in oxidative rearrangement. 1,4-Diphenylbutadiene in MeOH gives 3,4-dimethoxy-1,4-diphenylbut-1-ene.
Selective oxidation of aryl ketones to α-diketones with 4-aminoperoxybenzoic acid supported on silica gel in presence of air
Ghazanfari, Dadkhoda,Najafizadeh, Fariba,Khosravi, Fereshteh
, p. 1409 - 1413 (2007/10/03)
4-Aminoperoxybenzoic acid supported on silica gel in presence of air was found to be a selective and convenient oxidant for the oxidation of methylene groups in aryl ketones to convert them to α-diketones. Springer-Verlag 2004.
Oxidation of alkylphenylacetylenes and dialkylacetylenes on palladium catalysts in DMSO
Yusubov,Filimonov,Chi, Ki-Whan
, p. 649 - 653 (2007/10/03)
Alkylphenyl-and dialkylacetylenes are oxidized by the DMSO-PdCl2 or DMSO-Pd/C system to give the corresponding 1,2-diketones. Oxidation of these compounds, unlike that of diarylacetylenes, is less selective and is accompanied by the partial cle
