88612-39-9Relevant academic research and scientific papers
Phosphine-catalyzed regioselective Michael addition to allenoates
Gandi, Vasudeva Rao,Lu, Yixin
supporting information, p. 16188 - 16190 (2015/11/10)
The first phosphine catalysed Michael addition of arylcyanoacetates to allenoates has been developed, and the β-selective products with a quaternary center were obtained in excellent yields. This unusual regioselectivity may open new opportunities to acce
Metal-free photochemical aromatic perfluoroalkylation of α-cyano arylacetates
Nappi, Manuel,Bergonzini, Giulia,Melchiorre, Paolo
supporting information, p. 4921 - 4925 (2014/05/20)
We report here an operationally simple protocol for the direct aromatic perfluoroalkylation and trifluoromethylation of α-cyano arylacetates. This metal-free approach, which occurs at ambient temperature and under visible-light irradiation, is driven by t
A convenient and efficient palladium-catalyzed system for cross-coupling of aryl bromides with active methylene compounds
Gao, Chengwei,Tao, Xiaochun,Qian, Yanlong,Huang, Jiling
, p. 1716 - 1718 (2007/10/03)
A simply catalytic system containing palladium-phosphine complex, generated in situ from PdCl2/tert-phosphino ligand in pyridine, has been systematically studied in the cross-coupling of bromobenzene with malononitrile or ethyl cyanoacetate anion. The effect of molar ratio of phosphine ligand to PdCl2 on the activity of the coupling was also discussed. It is found that the catalytic system has highly catalytic activity to produce aryl malononitriles and cyanoacetates in considerable yields (67-90%) when the substituted aryl bromides were used as substrates.
Catalyst for aromatic C—O, C—N, and C—C bond formation
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, (2008/06/13)
The present invention is directed to a transition metal catalyst, comprising a Group 8 metal and a ligand having the structure wherein R, R′ and R″ are organic groups having 1-15 carbon atoms, n=1-5, and m=0-4. The present invention is also directed to a method of forming a compound having an aromatic or vinylic carbon-oxygen, carbon-nitrogen, or carbon-carbon bond using the above catalyst. The catalyst and the method of using the catalyst are advantageous in preparation of compounds under mild conditions of approximately room temperature and pressure.
Palladium-catalyzed arylation of malonates and cyanoesters using sterically hindered trialkyl- and ferrocenyldialkylphosphine ligands
Beare, Neil A.,Hartwig, John F.
, p. 541 - 555 (2007/10/03)
Palladium-catalyzed reactions of aryl bromides and chlorides with two common stabilized carbanions - enolates of dialkyl malonates and alkyl cyanoesters - are reported. An exploration of the scope of these reactions was conducted, and the processes were shown to occur in a general fashion. Using P(t-Bu)3 (1), the pentaphenylferrocenyl ligand (Ph5C5)Fe(C5H4)P(t-Bu) 2 (2), or the adamantyl ligand (1-Ad)P(t-Bu)2 (3), reactions of electron-poor and electron-rich, sterically hindered and unhindered aryl bromides and chlorides were shown to react with diethyl malonate, di-tertbutyl malonate, diethyl fluoromalonate, ethyl cyanoacetate, and ethyl phenylcyanoacetate. Although alkyl malonates and ethyl alkylcyanoacetates did not react with aryl halides using these catalysts, the same products were formed conveniently in one pot from diethylmalonate by cross-coupling of an aryl halide in the presence of excess base and subsequent alkylation.
Novel Cyclization of Vinyl Nitrene into 1-Azaphenalene
Isomura, Kazuaki,Sakurai, Toshio,Saruwatari, Masumi,Taniguchi, Hiroshi
, p. 883 - 886 (2007/10/02)
Thermal reaction of 2H-azirines, bearing a methoxy or methylthio group at the neighboring position to azirine ring, was studied.In thermolysis of ethyl 2-(2-methoxynaphth-1-yl)-2H-azirine-3-carboxylate, attack of the vinyl nitrene at the peri position to form a 1-azaphenalene ring was observed.In thermal reaction of its thio analogue, 1-azaphenalene was also formed, but a naphthotiazine formed by the attack of vinyl nitrene at the sulfur atom was the major product.Mechanisms and differences of the reactions depending on O and S are discussed.
