23897-16-7Relevant articles and documents
Scope and Limitations of the s-Block Metal-Mediated Pudovik Reaction
Fener, Benjamin E.,Schüler, Philipp,Ueberschaar, Nico,Bellstedt, Peter,G?rls, Helmar,Krieck, Sven,Westerhausen, Matthias
, p. 7235 - 7243 (2020)
The hydrophosphorylation of phenylacetylene with di(aryl)phosphane oxides Ar2P(O)H (Pudovik reaction) yields E/Z-isomer mixtures of phenylethenyl-di(aryl)phosphane oxides (1). Alkali and alkaline-earth metal di(aryl)phosphinites have been studi
Copper-Catalyzed radical/radical Csp3-H/P-H cross-Coupling: α-Phosphorylation of aryl ketone O-Acetyloximes
Ke, Jie,Tang, Yuliang,Yi, Hong,Li, Yali,Cheng, Yongde,Liu, Chao,Lei, Aiwen
supporting information, p. 6604 - 6607 (2015/06/08)
The selective radical/radical cross-coupling of two different organic radicals is a great challenge due to the inherent activity of radicals. In this paper, a copper-catalyzed radical/radical Csp3-H/P-H cross-coupling has been developed. It provides a radical/radical cross-coupling in a selective manner. This work offers a simple way toward β-ketophosphonates by oxidative coupling of aryl ketone o-acetyloximes with phosphine oxides using CuCl as catalyst and PCy3 as ligand in dioxane under N2 atmosphere at 130 C for 5 h, and yields ranging from 47% to 86%. The preliminary mechanistic studies by electron paramagnetic resonance (EPR) showed that, 1) the reduction of ketone o-acetyloximes generates iminium radicals, which could isomerize to α-sp3-carbon radical species; 2)phosphorus radicals were generated from the oxidation of phosphine oxides. Various aryl ketone o-acetyloximes and phosphine oxides were suitable for this transformation.
A superior method for the reduction of secondary phosphine oxides
Busacca, Carl A.,Lorenz, Jon C.,Grinberg, Nelu,Haddad, Nizar,Hrapchak, Matt,Latli, Bachir,Lee, Heewon,Sabila, Paul,Saha, Anjan,Sarvestani, Max,Shen, Sherry,Varsolona, Richard,Wei, Xudong,Senanayake, Chris H.
, p. 4277 - 4280 (2007/10/03)
(Chemical Equation Presented) Diisobutylaluminum hydride (DIBAL-H) and triisobutylaluminum have been found to be outstanding reductants for secondary phosphine oxides (SPOs). All classes of SPOs can be readily reduced, including diaryl, arylalkyl, and dialkyl members. Many SPOs can now be reduced at cryogenic temperatures, and conditions for preservation of reducible functional groups have been found. Even the most electron-rich and sterically hindered phosphine oxides can be reduced in a few hours at 50-70°C. This new reduction has distinct advantages over existing technologies.
Metal selection of ligand functionality in [(mes)2P(- ..O)2Li·2thf]2 and [{(Me3Si)2N}Cd{(mes)2P-..O} 2Li·2thf] (mes = C6H2Me3
Beswick, Michael A.,Cromhout, Natalie L.,Harmer, Christopher N.,Palmer, Julie S.,Raithby, Paul R.,Steiner, Alexander,Verhorevoort, Kerry L.,Wright, Dominic S.
, p. 583 - 584 (2007/10/03)
The reaction of LiBun with [(mes)2P(H)=O] affords the diorganophosphinate complex [(mes)2P(-..O)2Li·2thf] 1 and [(mes)2PLi], however, addition of [Cd{N(SiMe3)2}2
Investigations on Steric and Electronic Influences on the Reactivity of Acetyl(diorganyl)phosphanes and their Oxides
Lindner, Ekkehard,Frey, Gerhard
, p. 3268 - 3274 (2007/10/02)
The aliphatic-aromatic and pure aromatic acetyl(diorganyl)phosphanes CH3C(O)PR1R2 (1a-e) , of which only 1e is stable towards molecular oxygen, can be obtained from CH3C(O)Cl and (CH3)3SiPR1R2 or HPR1R2 in the presence of NEt3 .The corresponding oxides CH3C(O)P(O)R1R2 (2a-e) are formed by reaction of 2O with HP(O)R1R2 .With the lastnamed oxides however only 2a, b, d react to the stable alcohols CH3C2OH (3a, b, d).The reactivity of the newly prepared compounds 1a-e, 2a-e and 3a, b, d depends on electronic and steric influences of the organic residues linked to the phosphorus.
Investigations on Steric and Electronic Influences on the Reactivity of Diorganyl(trifluoroacetyl)phosphanes and their Oxides
Lindner, Ekkehard,Frey, Gerhard
, p. 2769 - 2778 (2007/10/02)
The mixed aliphatic-aromatic and pure aromatic diorganyl(trifluoroacetyl)phosphanes CF3C(O)PR1R2 (1a-e) 2 = Ph, R1 = Bzl (a), c-C6H11 (b), t-Bu (c); R1 = R2 = 3-CF3C6H4 (d), Mesityl (e)>
