28255-39-2Relevant academic research and scientific papers
Diethyl boronobenzylphosphonates as substrates in Suzuki–Miyaura reaction
Rydzewska, Agata,Mangold, Anna,Wanat, Weronika,Kafarski, Pawe?
, p. 758 - 762 (2017)
N-substituted boronobenzylphosphonates were evaluated as substrates in Suzuki–Miyaura coupling catalyzed by tetrakis(triphenylphosphine)palladium(0) and complex of palladium acetate and (2-biphenyl)dicyclohexylphosphine. It was proven that they may be con
Visible-light-mediated phosphonylation reaction: formation of phosphonates from alkyl/arylhydrazines and trialkylphosphites using zinc phthalocyanine
Hosseini-Sarvari, Mona,Koohgard, Mehdi
, p. 5905 - 5911 (2021/07/12)
In this work, we developed a ligand- and base-free visible-light-mediated protocol for the photoredox syntheses of arylphosphonates and, for the first time, alkyl phosphonates. Zinc phthalocyanine-photocatalyzed Csp2-P and Csp3-P bond formations were efficiently achieved by reacting aryl/alkylhydrazines with trialkylphosphites in the presence of air serving as an abundant oxidant. The reaction conditions tolerated a wide variety of functional groups.
Decarbonylative Phosphorylation of Carboxylic Acids via Redox-Neutral Palladium Catalysis
Liu, Chengwei,Ji, Chong-Lei,Zhou, Tongliang,Hong, Xin,Szostak, Michal
supporting information, p. 9256 - 9261 (2019/11/19)
We describe the direct synthesis of organophosphorus compounds from ubiquitous aryl and vinyl carboxylic acids via decarbonylative palladium catalysis. The catalytic system shows excellent scope and tolerates a wide range of functional groups (>50 examples). The utility of this powerful methodology is highlighted in the late-stage derivatization directly exploiting the presence of the prevalent carboxylic acid functional group. DFT studies provided insight into the origin of high bond activation selectivity and P(O)-H isomerization pathway.
First reusable ligand-free palladium catalyzed C-P bond formation of aryl halides with trialkylphosphites in neat water
Iranpoor, Nasser,Firouzabadi, Habib,Rajabi Moghadam, Khashayar,Motavalli, Somayeh
, p. 55732 - 55737 (2015/02/05)
A reusable ligand-free palladium catalyzed phosphonation of aryl iodides, bromides and chlorides with trialkylphosphites is described for the first time in neat water. The aryl phosphonates are obtained in good to excellent yields. The reaction can be also performed with Ni(II) with longer reaction time. The role of tetrabutylammonium bromide in this reaction as reducing agent for generation of Pd(0) at room temperature is also demonstrated. Pd(0)/TBAB was easily reused for three runs without decreasing the efficiency.
A copper-catalyzed variant of the Michaelis-Arbuzov reaction
Ballester, Jorge,Gatignol, Jeremie,Schmidt, Guntram,Alayrac, Carole,Gaumont, Annie-Claude,Taillefer, Marc
, p. 1549 - 1552 (2014/06/24)
As part of our studies on copper-catalyzed arylation of nucleophiles, we report on Michaelis-Arbuzov reactions with a novel catalytic system, featuring a copper(I) salt as precatalyst without any additional ligand. This procedure is an interesting alternative to the use of expensive and toxic transition metals (nickel, palladium) traditionally used as catalysts in Michaelis-Arbuzov reactions. Our approach allows the synthesis from triethylphosphite, diethyl aryl phosphonite, and diaryl ethylphosphinite of various aryl phosphonates, aryl phosphinates, and aryl phosphine oxides, respectively. These families of compounds are essential owing to their respective importance in bioorganic and medical chemistry, their applicability as flame retardants, and their usability in coordination chemistry and catalysis. Copper load of this! The first copper-catalyzed Michaelis-Arbuzov reactions are described. The methodology is ligand-free and allows the direct synthesis of various aryl phosphonates, aryl phosphinates, and aryl phosphine oxides from aryl iodides.
An improved procedure for the synthesis of aryl phosphonates by palladium-catalysed cross-coupling of aryl halides and diethyl phosphite in polyethylene glycol
Wang, Ping,Lu, Jie,Zhang, Zhan-Hui
, p. 359 - 361 (2013/07/26)
A general and greener protocol for the synthesis of aryl phosphonates by the cross-coupling of aryl halides and diethyl phosphite using tetrakis(triphenylphosphine)palladiume/triethylamine/polyethylene glycol 600 [Pd(PPh3)4/ Et3N/PEG 600] as an efficient catalytic system has been developed. This procedure also avoids hazardous solvents and is therefore an eco-friendly alternative to the existing methods.
Development of a room temperature Hirao reaction
Kohler, Mark C.,Sokol, Joseph G.,Stockland Jr., Robert A.
supporting information; body text, p. 457 - 459 (2009/05/27)
Arylphosphonates were prepared at 25 °C through the palladium-catalyzed coupling of aryl iodides with a silver phosphonate. A wide range of aryl iodides were successfully employed including phenolic substrates as well as those containing an ortho substitu
PROCESSES FOR THE PREPARATION OF CALIXARENE DERIVATIVES
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, (2009/01/24)
The present invention relates to a process for the preparation of calix[n]arene derivatives, in particular phosphonated calix[n]arenes. The present invention also relates to nano-structures of phosphonated calix[n]arenes.
1, 3 - DIHYDROXY SUBSTITUTED PHENYLAMIDE GLUCOKINASE ACTIVATORS
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Page/Page column 83-84, (2009/01/24)
Compounds are provided which are glucokinase activators and thus are useful in treating diabetes and related diseases and have the structure wherein in the ring represents one or two double bonds; R1 is alkyl, aryl, arylalkyl, heteroaryl, or he
Synthesis, crystal structure and thermal properties of phosphorylated cyclotriphosphazenes
Lejeune, Nicolas,Dez, Isabelle,Jaffres, Paul-Alain,Lohier, Jean-Fancois,Madec, Pierre-Jean,Santos, Jana Sopkova-De Oliveira
, p. 138 - 143 (2008/09/20)
A convergent approach for the incorporation of arylphosphonate moieties into the cyclotriphosphazene unit is described. The synthesis is based on the reaction of hexachlorocyclotriphosphazene with diethyl 4- hydroxyphenylphosphonate in the presence of anh
