1733-52-4Relevant articles and documents
Reaction of 2H-azirine phosphine oxide and -phosphonates with nucleophiles. Stereoselective synthesis of functionalized aziridines and α- and β-aminophosphorus derivatives
Palacios, Francisco,Ochoa De Retana, Ana M.,Alonso, Jose M.
, p. 8895 - 8901 (2005)
A simple and efficient stereoselective synthesis of aziridine-2-phosphonate 3, and -phosphine oxide 5 by diastereoselective addition of Grignard reagents to 2H-azirine phosphonate 1 and -phosphine oxide 4 is reported. Similarly, the addition of heterocycl
Photoluminescent properties of three lanthanide compounds of formulae LnCl3(diphenyl((5-phenyl-4H-1λ4-pyrazol-3-yl)methyl)phosphine oxide)2, Ln?=?Sm, Eu and Tb: X-ray structural, emission and vibrational spectroscopies, DF
Maass, John S.,Wilharm, Randall K.,Luck, Rudy L.,Zeller, Matthias
, p. 481 - 492 (2018)
The synthesis and properties of a new sensitizing bidentate ligand, diphenyl((5-phenyl-4H-1λ4-pyrazol-3-yl)methyl)phosphine oxide, 2, capable of demonstrating the emissive properties of lanthanide elements, is described. Two ligands are attache
Reaction of vinyl- and allenylphosphorylated compounds with cytisine in aqueous medium
Matveeva,Kovaleva, E. Yu.,Brel
, p. 2592 - 2595 (2015)
We have shown for the first time that the alkaloid cytisine can be easily involved in the reaction of nucleophilic addition with certain unsaturated phosphoryl compounds including vinylphosphonate, vinyl phosphine oxide, allenylphosphonates, and allenyl p
Synthesis of tertiary phosphine oxides by alkaline hydrolysis of quaternary phosphonium zwitterions using excess t-BuOK and stoichiometric water
Zhong, Chun-Hong,Huang, Wenhua
supporting information, p. 1537 - 1546 (2021/01/07)
Hydrolysis of quaternary arylphosphonium zwitterions bearing COO? and those in situ generated from the corresponding salts bearing Ac or OH at the aryl ring by using excess t-BuOK and stoichiometric water affords tertiary arylphosphine oxides in moderate to excellent yield, in contrast to hydrolysis of these zwittertion or salts in aqueous NaOH that mainly provides phosphine oxides with the loss of the aryl group. Under the t-BuOK/water conditions, hydrolysis of carbonyl stabilized ylides Ph3P = CHCOR (R = Ph, Me, and OEt), which partially exist as phosphonium enolates, prefers to produce Ph2P(O)CH2COR. Further reduction of Ph2P(O)CH2COMe by PhSiH3 allows the preparation of Ph2PCH2COMe in 43% yield.
Copper-Catalyzed Decarboxylative Hydrophosphinylation of α-Acyl-α-Diazoacetates
Zhang, Can,Dong, Chao,Wang, Xin,Shen, Ruwei
supporting information, p. 7440 - 7444 (2020/12/01)
A simple copper-catalyzed decarboxylation–denitrogenation C–P coupling reaction of α-acyl-α-diazoacetates with hydrophosphoryl compounds is reported. The reaction may proceed via a process involving the generation of (diazomethyl)ketones after hydrolysis in the presence of water and the hydrophosphinylation of the copper carbene intermediates. This finding may suggest the potential use of the relatively more readily available α-acyl-α-diazoacetates as replacement of (diazomethyl)ketones in some cases.
Iron-Catalyzed and Air-Mediated C(sp3)?H Phosphorylation of 1,3-Dicarbonyl Compounds Involving C?C Bond Cleavage
Ou, Yingcong,Huang, Yuanting,Liu, Yu,Huo, Yanping,Gao, Yang,Li, Xianwei,Chen, Qian
supporting information, p. 5783 - 5787 (2020/11/30)
A C(sp3)?H phosphorylation has been achieved via the iron-catalyzed cross-coupling reactions between 1,3-dicarbonyl compounds and P(O)?H compounds involving C?C bond cleavages with air as the oxidant. This transformation provides a straightforward way to construct C(sp3)?P bonds, leading to the formation of β-ketophosphine oxides in up to 93% yield with good functional group tolerance. (Figure presented.).
Copper catalyzed one-pot synthesis of β-ketophosphine oxides from ketones and H-phosphine oxides
Zhang, Zhi-Jie,Yi, Dong,Fu, Qiang,Liang, Wu,Chen, Su-Yuan,Yang, Lu,Du, Feng-Tian,Ji, Jian-Xin,Wei, Wei
supporting information, p. 2417 - 2420 (2017/06/01)
A facile and efficient copper catalyzed one-pot method has been developed for the formation of β-ketophosphine oxides from ketones and H-phosphine oxides under air at room temperature, in which vinylhydrazinedicarboxylate was formed as the key intermediate. Preliminary mechanistic studies indicated that the reaction might involve a radical process and carbonyl oxygen atom of β-ketophosphine oxides came from molecular oxygen.
Hetero-Diels-Alder reaction of phosphinyl and phosphonyl nitroso alkenes with conjugated dienes: An aza-Cope rearrangement
De Los Santos, Jesus M.,Ignacio, Roberto,Rubiales, Gloria,Aparicio, Domitila,Palacios, Francisco
experimental part, p. 6715 - 6725 (2011/10/09)
Phosphorylated nitroso alkenes react with cyclic dienes such as cyclopentadiene or cyclohexadiene to afford hetero Diels-Alder-type cycloadducts where the nitroso alkene participates as dienophile component and the cyclic olefin acts as the 4π-electron (diene) system. Subsequent aza-Cope rearrangement affords highly functionalized 5,6-dihydro-4H-1,2-oxazines. Conversely, the reaction of TMS-substituted cyclopentadiene (dienophile) with nitroso alkenes as heterodienes leads directly to bicyclic 1,2-oxazines. Theoretical studies are in agreement with the experimental results and with the new aza-Cope rearrangement proposed.
Regio- and stereospecific cleavage of stannyloxiranes with lithium diphenylphosphide
Gonzalez-Nogal, Ana M.,Cuadrado, Purification,Sarmentero, M. Angeles
body text, p. 850 - 859 (2009/07/17)
Unsubstituted or C-substituted stannyloxiranes reacted stereospecifically with lithium diphenylphosphide to give either β-hydroxyphosphane oxides resulting from α-opening or β-phosphanyl ketones by β-opening. Furthermore, the reactivities of distannyloxir
Diphenylphosphinoyl-mediated synthesis of ketones
Fox, David J.,Pedersen, Daniel Sejer,Warren, Stuart
, p. 3102 - 3107 (2008/02/14)
α-Diphenylphosphinoyl ketones are selectively and sequentially alkylated at the α-position. Double lithiation and selective alkylation occurs at the less stabilised γ-position. Dephosphinoylation of the alkylation products gives ketones. Mono-alkylation is selective, highly crystalline intermediates are formed and a one-pot strategy is possible. The method is ideally suited for the preparation of acid-sensitive ketones. The Royal Society of Chemistry 2006.
