32210-62-1Relevant academic research and scientific papers
Halogen bonding or close packing? Examining the structural landscape in a series of Cu(ii)-acac complexes
Aakeroey, Christer B.,Sinha, Abhijeet S.,Chopade, Prashant D.,Desper, John
, p. 12160 - 12168 (2011)
A series of four bifunctional ligands based on β-diketonate moieties bearing methyl (2), chloro (3), bromo (4) and iodo (5) substituents and their corresponding Cu(ii) complexes have been synthesized and crystallographically characterized in order to expl
Iron-catalyzed aerobic oxidative cleavage of the C-C σ-bond using air as the oxidant: Chemoselective synthesis of carbon chain-shortened aldehydes, ketones and 1,2-dicarbonyl compounds
Xing, Qi,Lv, Hui,Xia, Chungu,Li, Fuwei
supporting information, p. 489 - 492 (2016/01/12)
A simple iron-catalyzed aerobic oxidative C-C σ-bond cleavage of ketones has been developed. Readily available and environmentally benign air is used as the oxidant. This reaction avoids the use of noble metal catalysts or specialized oxidants, chemoselectively yielding carbon chain-shortened aldehydes, ketones and 1,2-dicarbonyl compounds without overoxidation.
Superparamagnetic copper ferrite nanoparticles as an efficient heterogeneous catalyst for the α-arylation of 1,3-diketones with C-C cleavage
Nguyen, Anh T.,Nguyen, Lan T. M.,Nguyen, Chung K.,Truong, Thanh,Phan, Nam T. S.
, p. 815 - 823 (2014/03/21)
Superparamagnetic CuFe2O4 nanoparticles were synthesized from CuCl2 and FeCl3 by a co-precipitation method in ethylene glycol and characterized by several techniques, which included vibrating sample magnetometry, XRD, SEM, TEM, atomic absorption spectrometry, and nitrogen physisorption measurements. The CuFe 2O4 nanoparticles could be used as a solid catalyst for the α-arylation reaction of acetylacetone with iodobenzene to form phenylacetone as the principal product and 3-phenyl-2,4-pentanedione as the byproduct. The reaction that used the CuFe2O4 nanoparticles as catalyst could proceed to completion with 95 % selectivity to phenylacetone. The CuFe2O4 nanoparticles could be separated easily from the reaction mixture by magnetic decantation and could be reused several times for the α-arylation reaction without a significant degradation in catalytic activity. Magnetic attraction: Superparamagnetic CuFe2O4 nanoparticles are synthesized from CuCl 2 and FeCl3 by a co-precipitation method. The CuFe 2O4 nanoparticles are used as a solid catalyst for the α-arylation reaction of acetylacetone with iodobenzene to form phenylacetone as the principal product and 3-phenyl-2,4-pentanedione as the byproduct.
Copper(II) and 1,1′-trimethylene-2,2′-biimidazole-promoted arylation of acetylacetone with aryl iodides
Liu, Jianli,Zeng, Runsheng,Zhou, Chunmei,Zou, Jianping
experimental part, p. 309 - 313 (2012/01/05)
A new and efficient way was developed to carry out the reaction of acetylacetone with aryl iodides under the assistance of Cu(II) and 1,1′-trimethylene-2,2′-biimidazole at 100°C. 3-Aryl-2,4-pentanediones were obtained in excellent yields. Copyright
Reversal of selectivity in gold-catalyzed cyclizations of 3,3-disubstituted 1,4-diynes
Ruettinger, Roman,Leutzow, Juliane,Wilsdorf, Michael,Wilckens, Kristina,Czekelius, Constantin
supporting information; scheme or table, p. 224 - 227 (2011/03/20)
A general synthetic access to 3,3-disubstituted 1,4-diynes bearing a quaternary carbon center from acetylacetone was developed. The compounds were cyclized to the corresponding enol ethers by cationic gold complexes. The reactions occur in complete exo-se
Synthesis of of sterically encumbered biaryls based on a 'copper(I)-catalyzed arylation/[3+3] cyclocondensation' strategy
Ullah, Ihsan,Sher, Muhammad,Khera, Rasheed Ahmad,Ali, Asad,Nawaz, Muhammad,Shkoor, Mohanad,Iqbal, Inam,Imran, Muhammad,Villinger, Alexander,Fischer, Christine,Langer, Peter
experimental part, p. 3824 - 3835 (2010/07/02)
Sterically encumbered biaryls are prepared in two steps by combination of the CuI-proline-catalyzed arylation of acetylacetone with formal [3+3] cyclizations of 1,3-bis(trimethylsilyloxy)-1,3-dienes. In addition, the synthesis of 4,6- and 5,6-diarylsalicy
C-arylation reactions catalyzed by CuO-nanoparticles under ligand free conditions
Kidwai, Mazaahir,Bhardwaj, Saurav,Poddar, Roona
scheme or table, (2010/07/15)
CuO-nanoparticles were found to be an excellent heterogeneous catalyst for C-arylation of active methylene compounds using various aryl halides. The products were obtained in good to excellent yield. The catalyst can be recovered and reused for four cycles with almost no loss in activity.
Synthesis of sterically encumbered biaryls based on a 'copper(I)-catalyzed arylation/[3+3] cyclocondensation' strategy
Ali, Asad,Ullah, Ihsan,Sher, Muhammad,Villinger, Alexander,Langer, Peter
scheme or table, p. 118 - 120 (2009/04/14)
Sterically encumbered biaryls are prepared in two steps by CuI-proline-catalyzed arylation of acetylacetone to give 3-arylpentane-2,4-diones and subsequent formal [3+3] cyclization of the latter with 1,3-bis(trimethylsilyloxy)-1,3-dienes.
An efficient and mild CuI/L-proline-catalyzed arylation of acetylacetone or ethyl cyanoacetate
Jiang, Yongwen,Wu, Nan,Wu, Haihong,He, Mingyuan
, p. 2731 - 2734 (2007/10/03)
The coupling reaction of aryl iodides with acetylacetone or ethyl cyanoacetate under catalysis of CuI/L-proline works at relatively mild conditions to provide 3-aryl-2, 4-pentanediones and α-aryl cyanoacetates in moderate to good yields. Georg Thieme Verlag Stuttgart.
Electrosynthesis of organic compounds. XII. Synthesis of some arylacetylacetone derivatives
Ismail, M. T.
, p. 438 - 440 (2007/10/02)
Electrosynthesis of some arylacetylacetone derivatives was carried out by the anodic oxidation of acetylacetone in absolute methanol containing 0.8 gm atom l-1 sodium metal in the presence of selected aromatic compounds (benzene, toluene, o-xylene, naphthalene and anthracene) at platinum anode under controlled anodic potential value of +1.1 +/-0.03 V vs SCE at 20 deg C.The synthesized compounds were 3-phenyl-2,4-pentanedione, 3-(p-tolyl)2,4-pentanedione, 3-(o-xylyl)2,4-pentanedione, 3-(α-naphthyl)2,4-pentanedione and 3-(9-anthryl)2,4-pentanedione.In addition a small amount of dimerized and polymerized products was obtained.A suitable mechanism involving the formation of acetylacetone radical intermediates CH3COC.HCOCH3 is suggested.Potentiostatic studies of the anodic oxidation of acetylacetone were also carried out and the anodic oxidation potential was determined.
