6172-81-2Relevant academic research and scientific papers
Palladium-Catalyzed Domino Cyclization/Phosphorylation of gem-Dibromoolefins with P(O)H Compounds: Synthesis of Phosphorylated Heteroaromatics
Chen, Chen,Ding, Jie,Liu, Liying,Huang, Yujie,Zhu, Bolin
supporting information, p. 200 - 205 (2021/10/29)
We presented a palladium-catalyzed domino cyclization/phosphorylation of gem-dibromoolefins, which utilize H-phosphinates and secondary phosphine oxides as the phosphine sources, respectively. A variety of phosphorylated heteroaromatics were obtained in m
Microwave-assisted esterification of P-acids
ábrányi-Balogh, Péter,Harsági, Nikoletta,Keglevich, Gy?rgy,Kiss, Nóra Zsuzsa
, (2021/10/25)
The possibilities for the preparation of dialky phenylphosphonates were evaluated. On the one hand, the oxidation of phenyl-H-phosphinates gave the corresponding phenylphosphonic acid monoesters. On the other hand, phenylphosphonates may be prepared by MW-assisted direct esterification of phenylphosphonic acid. The reaction with alcohols was performed under MW irradiation in the presence of an ionic liquid as the catalyst. The second ester function was established by alkylating esterification carried out with alkyl halides in the presence of triethylamine under MW conditions.
Nickel-Catalyzed Electrosynthesis of Aryl and Vinyl Phosphinates
Daili, Farah,Ouarti, Abdelhakim,Pinaud, Marine,Kribii, Ibtihal,Sengmany, Stéphane,Le Gall, Erwan,Léonel, Eric
supporting information, p. 3452 - 3455 (2020/05/25)
A mild and useful nickel-catalyzed electrochemical phosphonylation of aryl and vinyl bromides is described. We show that alkyl H-phenylphosphinates can be coupled electrochemically with functionalized aryl and vinyl bromides using very simple conditions (Fe/Ni anode, bench-stable nickel pre-catalyst, undivided cell, galvanostatic electrolysis) to furnish the corresponding aryl and vinyl phosphinates in satisfactory to good yields. Couplings can also be applied to heteroaromatic bromides with some limitations like increased propensity to hydro-dehalogenation.
Continuous flow esterification of a H-phosphinic acid, and transesterification of H-phosphinates and H-phosphonates under microwave conditions
Henyecz, Réka,Keglevich, Gy?rgy,Kiss, Nóra Zsuzsa
, (2020/02/18)
The microwave (MW)-assisted direct esterification of phenyl-H-phosphinic acid, transesterification of the alkyl phenyl-H-phosphinates so obtained, and the similar reaction of dibenzyl phosphite (DBP) were investigated in detail, and the batch accomplishme
Silver-promoted cascade radical cyclization of γ,δ-unsaturated oxime esters with P(O)H compounds: synthesis of phosphorylated pyrrolines
Chen, Chen,Bao, Yinwei,Zhao, Jinghui,Zhu, Bolin
supporting information, p. 14697 - 14700 (2019/12/11)
A cascade radical cyclization was realized for the first silver-promoted imino-phosphorylation of γ,δ-unsaturated oxime esters, which provided a step-economical and redox-neutral route to access a variety of phosphorylated pyrrolines in good to excellent yields. Moreover, a new bulky trivalent phosphine ligand with a pyrroline motif was obtained through a deoxidation process.
Synthesis of P(O)-S organophosphorus compounds by dehydrogenative coupling reaction of P(O)H compounds with aryl thiols in the presence of base and air
He, Wei,Hou, Xiao,Li, Xinjin,Song, Liang,Yu, Qing,Wang, Zhongwei
supporting information, p. 3133 - 3138 (2017/05/08)
The synthesis method of P(O)-S organophosphorus compounds by dehydrogenative coupling reaction of P(O)H compounds and aryl thiols was developed. The reaction was carried in the presence of a base and air, and exhibited good characters such as metal-free,
Direct synthesis of thiophosphates by reaction of diphenylphosphine oxide with sulfonyl chlorides
He, Wei,Wang, Zhiming,Li, Xinjin,Yu, Qing,Wang, Zhongwei
supporting information, p. 7594 - 7598 (2016/11/11)
A new method for the synthesis of thiophosphates by reductive coupling reaction of diphenylphosphine oxide and sulfonyl chlorides has been developed. The reaction is metal-free and needs no additives, affording various aryl and alkyl substituted thiophosphates in good to excellent yields under mild conditions.
Synthesis of alkyl α-aminomethyl-phenylphosphinates and N,N-bis(alkoxyphenylphosphinylmethyl)amines by the microwave-assisted Kabachnik–Fields reaction
Bálint, Erika,Tóth, Regina Eszter,Keglevich, Gy?rgy
, p. 323 - 335 (2016/10/11)
As a novel extension, the Kabachnik–Fields reaction was applied to the synthesis of alkyl α-aminomethyl-phenylphosphinates, and the double phospha-Mannich reaction was utilized in the preparation of bis(alkoxyphenylphosphinylmethyl)amines. A total of 27 new aminophosphinate derivatives were synthesized by the microwave-assisted solvent-free condensation of alkyl phenyl-H-phosphinates, paraformaldehyde, and primary or secondary amines. The starting P-species were also prepared under microwave conditions. The formation of the N-methylated aminomethyl-phenylphosphinate by-products was also investigated.
T3P-assisted esterification and amidation of phosphinic acids
Jablonkai, Erzsébet,Henyecz, Réka,Milen, Mátyás,Kóti, János,Keglevich, Gy?rgy
, p. 8280 - 8285 (2015/03/05)
A few phosphinic acids, such as phenylphosphinic acids, 1-hydroxy-3-phospholene 1-oxides and 1-hydroxyphospholane oxides are esterified with simple alcohols in the presence of propylphosphonic anhydride (T3P). If 1.1 equiv of the T3P reagent is used, the esterifications are fast and efficient at 25° C. In the case of more reactive models it was enough to apply 0.66 equiv of T3P at 85°C under microwave conditions. The amidation of 1-hydroxy-3-methyl-3-phospholene oxide could also be accomplished under similar conditions.
