82943-05-3Relevant academic research and scientific papers
Heterogeneous Catalytic Method for the Copper(II)-Catalysed Addition of H-Phosphinates and Secondary Phosphine Oxides to Phenylacetylene
Bagi, Péter,Hell, Zoltán,Juhász, Kinga,Varga, Bence
, (2021/06/18)
Copper(II) on 4?? molecular sieve was found to be an efficient heterogeneous catalyst in the addition of different H-phosphinates and secondary phosphine oxides to phenylacetylene. All hydrophosphinylation reactions were completely regioselective, as only β-isomers were formed, and the E-alkenylphosphinates and E-alkenylphosphine oxides were synthesized in moderate to excellent yields. The catalyst could be reused multiple times in the reaction. Graphic Abstract: [Figure not available: see fulltext.]
Copper (II)-catalyzed regio- and stereoselective addition of H/P(O)R 2 to alkynes
Trostyanskaya, Inna G.,Beletskaya, Irina P.
, p. 2556 - 2562 (2014/04/03)
Cu(acac)2 is the new universal catalyst for β-E regio- and stereoselective syn-addition of the H-P(O)-bond of diphenylphosphine oxide, H-phosphinates, dialkylphosphites to various alkynes in the synthesis of P(O)-containing alkenes. Without additives and ligands Cu(II)-compounds showed better results than CuI or Ni(acac)2. The catalytic system developed is tolerant to typical organic functional groups present in the alkynes and to the nature of different substituents in the H-P(O)-compounds.
Nickel-catalyzed decarboxylative C-P cross-coupling of alkenyl acids with P(O)H compounds
Wu, Yile,Liu, Liu Leo,Yan, Kaili,Xu, Pengxiang,Gao, Yuxing,Zhao, Yufen
, p. 8118 - 8127 (2015/03/18)
The first nickel-catalyzed decarboxylative C-P coupling of a wide range of alkenyl acids with various P(O)H compounds, especially for H-phosphonates, has been developed, affording a versatile and efficient tool for the preparation of valuable (E)-1-alkeny
Copper-catalyzed decarboxylative C-P cross-coupling of alkynyl acids with H-phosphine oxides: A facile and selective synthesis of (E)-1-alkenylphosphine oxides
Hu, Gaobo,Gao, Yuxing,Zhao, Yufen
supporting information, p. 4464 - 4467 (2015/01/08)
A novel and efficient copper-catalyzed decarboxylative cross-coupling of alkynyl acids for the stereoselective synthesis of E-alkenylphosphine oxides has been developed. In the presence of 10 mol % of CuCl without added ligand, base, and additive, various alkynyl acids reacted with H-phosphine oxides to afford E-alkenylphosphine oxides with operational simplicity, broad substrate scope, and the stereoselectivity for E-isomers.
Copper-catalyzed C-P coupling through decarboxylation
Hu, Jie,Zhao, Ning,Yang, Bin,Wang, Ge,Guo, Li-Na,Liang, Yong-Min,Yang, Shang-Dong
supporting information; experimental part, p. 5516 - 5521 (2011/06/21)
An acid for a phosphine: A versatile protocol for preparation of various di(phenyl)phosphoryl oxides was developed by copper-catalyzed decarboxylative coupling of alkenyl, alkynyl carboxylic acids, and N-benzylproline, respectively, with R2P(O)
Copper-catalyzed addition of H-phosphine oxides to alkynes forming alkenylphosphine oxides
Niu, Mingyu,Fu, Hua,Jiang, Yuyang,Zhao, Yufen
, p. 272 - 274 (2007/10/03)
We have developed efficient copper-catalyzed additions of P(O)H compounds to alkynes, and the reactions provided the regio- and stereoselective E-alkenylphosphine oxides under catalysis of the commercially available and inexpensive copper catalyst system
Palladium-catalysed regioselective addition reaction of ethyl phenylphosphinate with terminal acetylenes: Ligand- and solvent-dependent regioselectivity
Kumar Nune, Satish,Tanaka, Masato
, p. 2858 - 2860 (2008/02/08)
Palladium-1,2-bis(diphenylphosphino)ethane complex catalyses regioselective Markovnikov addition of ethyl phenylphosphinate to terminal alkynes in toluene, while the use of tri-tert-butylphosphine as the ligand or ethanol as the solvent leads to regiosele
Efficient and Selective Nickel-Catalyzed Addition of H-P(O) and H-S Bonds to Alkynes
Han, Li-Biao,Zhang, Chen,Yazawa, Hideaki,Shimada, Shigeru
, p. 5080 - 5081 (2007/10/03)
The cheap nickel catalysts are more reactive than the corresponding noble metal catalysts in the catalytic additions of a variety of P(O)-H bonds and an S-H bond to alkynes, affording regio- and stereoselectively both the Markovnikov and the anti-Markovnikov adducts, respectively, in high yields. A related five-coordinate hydrido nickel complex in the catalysis is successfully isolated, which can react readily with an alkyne to give the addition products. Copyright
Synthesis of P-chiral enephosphonic acid derivatives
Grison, Claude,Comoy, Corinne,Chatenet, David,Coutrot, Philippe
, p. 83 - 97 (2007/10/03)
An efficient and convenient synthesis of chiral enephosphonic acid derivatives (enephosphonates, enephosphonamides, enephosphinates) was reported by a two-step procedure involving alkylidenediphosphorylation of nucleophiles followed by a Horner-Emmons olefination. Depending on the selected strategy, the synthesis could be executed according to a one-pot or a twostep reaction sequence. Regioselectivity of Horner-Emmons reaction and 31P-NMR study of diphosphorylated anions were described.
