- Palladium-Catalyzed Domino Cyclization/Phosphorylation of gem-Dibromoolefins with P(O)H Compounds: Synthesis of Phosphorylated Heteroaromatics
-
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
- Chen, Chen,Ding, Jie,Liu, Liying,Huang, Yujie,Zhu, Bolin
-
supporting information
p. 200 - 205
(2021/10/29)
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- A facile and practical preparation ofP-chiral phosphine oxides
-
A practical and cost-effective synthetic method ofP-chiral diarylalkyl, aryldialkyl, and triaryl phosphine oxides by using readily available chiral diphenyl-2-pyrrolidinemethanol as the auxiliary is developed. The long-standing racemization issue during s
- Xu, Ronghua,Gao, Zhenhua,Yu, Yiteng,Tang, Yehua,Tian, Duanshuai,Chen, Tian,Chen, Yibing,Xu, Guangqing,Shi, Enxue,Tang, Wenjun
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supporting information
p. 3335 - 3338
(2021/04/07)
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- Stereo- And Regioselective cis-Hydrophosphorylation of 1,3-Enynes Enabled by the Visible-Light Irradiation of NiCl2(PPh3)2
-
Described herein is a stereo- and regioselective cis-hydrophosphorylation reaction of the internal alkyne of 1,3-enynes that accesses various 1,3-dienes in good isolated yields. The visible-light irradiation of NiCl2(PPh3)2 allows the generation of highly reactive nickel(II)-phosphorus species that subsequently migrate into the internal alkyne of the 1,3-enynes and protonate the resulting vinyl nickel species, leading to various phosphinoyl 1,3-butadienes under mild reaction conditions.
- Hou, Hong,Zhou, Bing,Wang, Jiawei,Zhao, Dengyang,Sun, Duhao,Chen, Xiaoyun,Han, Ying,Yan, Chaoguo,Shi, Yaocheng,Zhu, Shaoqun
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supporting information
p. 2981 - 2987
(2021/05/05)
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- Visible-light-induced ligand to metal charge transfer excitation enabled phosphorylation of aryl halides
-
We herein described a visible light induced nickel(II)-catalyzed cross-coupling of secondary phosphine oxides with aryl halides. The Ni(I)species and chlorine atom radical Cl˙ were generatedviathe ligand to metal charge transfer (LMCT) process of the NiCl2(PPh3)2, which allows nickel(IV)-phosphorus speciesin situformation, giving various tertiary phosphine oxides under photocatalyst-free conditions.
- Hou, Hong,Zhou, Bing,Wang, Jiawei,Sun, Duhao,Yu, Huaguang,Chen, Xiaoyun,Han, Ying,Shi, Yaocheng,Yan, Chaoguo,Zhu, Shaoqun
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supporting information
p. 5702 - 5705
(2021/06/16)
-
- B(C6F5)3-catalyzed O-H insertion reactions of diazoalkanes with phosphinic acids
-
A highly efficient base-, metal-, and oxidant-free catalytic O-H insertion reaction of diazoalkanes and phosphinic acids in the presence of B(C6F5)3has been developed. This powerful methodology provides a green approach towards the synthesis of a broad spectrum of α-phosphoryloxy carbonyl compounds with good to excellent yields (up to 99% yield). The protocol features the advantages of operational simplicity, high atom economy, practicality, easy scalability and environmental friendliness.
- Jiang, Jun,Zhang, Xinzhi,Zhang, Yangyang,Zhao, Jincheng
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supporting information
p. 5772 - 5776
(2021/07/12)
-
- Asymmetric synthesis of stereogenic phosphorus P(V) centers using chiral nucleophilic catalysis
-
Organophosphates have been widely used in agrochemistry, as reagents for organic synthesis, and in biochemistry. Phosphate mimics possessing four unique substituents, and thereby a chirality center, are useful in transition metal catalysis and as nucleotide therapeutics. The catalytic, stereocontrolled synthesis of phosphorus‐stereogenic centers is challenging and traditionally depends on a resolution or use of stochiometric auxiliaries. Herein, enantioenriched phosphorus centers have been synthesized using chiral nucleophilic catalysis. Racemic H‐phosphinate species were coupled with nucleophilic alcohols under halogenating conditions. Chiral phosphonate products were synthesized in acceptable yields (33–95%) and modest enantioselectivity (up to 62% ee) was observed after identification of an appropriate chiral catalyst and optimization of the solvent, base, and temperature. Nucleophilic catalysis has a tremendous potential to produce enantioenriched phosphate mimics that could be used as prodrugs or chemical biology probes.
- Brichacek, Matthew,Numan, Ahmed
-
-
- Enantiodivergent Synthesis of Both PAMPO Enantiomers Using l -Menthyl Chloroacetate and Stereomutation at P in Classical Quaternisation Reactions
-
A practical protocol for efficient synthesis of both PAMPO enantiomers as well as related functionalised P-stereogenic phosphine oxides in 1-3 steps from effectively resolved (S P)- l -menthyl o -anisyl-(phenyl)phosphinylacetate has been develo
- Dziuba, Kamil,Lubańska, Ma?gorzata,Pietrusiewicz, K. Micha?
-
p. 909 - 916
(2020/03/13)
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- Practical Synthesis of Phosphinic Amides/Phosphoramidates through Catalytic Oxidative Coupling of Amines and P(O)?H Compounds
-
Herein, we report a highly efficient ZnI2-triggered oxidative cross-coupling reaction of P(O)?H compounds and amines. This operationally simple protocol provides unprecedented generic access to phosphinic amides/phosphoramidate derivatives in good yields and short reaction time. Besides, the reaction proceeds under mild conditions, which avoids the use of hazardous reagents, and is applicable to scale-up syntheses as well as late-stage functionalization of drug molecules. The stereospecific coupling is also achieved from readily available optically enriched P(O)?H compounds.
- Tan, Chen,Liu, Xinyuan,Jia, Huanxin,Zhao, Xiaowen,Chen, Jian,Wang, Zhiyong,Tan, Jiajing
-
supporting information
p. 881 - 887
(2020/01/02)
-
- Transition Metal-Free Synthesis of α-Aminophosphine Oxides through C(sp3)?P Coupling of 2-Azaallyls
-
Radical reactions have been widely applied in C?P bond-forming strategies. Most of these strategies require initiators, transition metal catalysts, or organometallic reagents. Herein, a transition metal-free C(sp3)?P bond formation to prepare α
- Wang, Jing,Deng, Guogang,Liu, Chunxiang,Chen, Zhuo,Yu, Kaili,Chen, Wen,Zhang, Hongbin,Yang, Xiaodong
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supporting information
p. 2268 - 2273
(2020/03/04)
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- Nickel-Catalyzed Electrosynthesis of Aryl and Vinyl Phosphinates
-
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.
- Daili, Farah,Ouarti, Abdelhakim,Pinaud, Marine,Kribii, Ibtihal,Sengmany, Stéphane,Le Gall, Erwan,Léonel, Eric
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supporting information
p. 3452 - 3455
(2020/05/25)
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- Continuous flow esterification of a H-phosphinic acid, and transesterification of H-phosphinates and H-phosphonates under microwave conditions
-
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
- Henyecz, Réka,Keglevich, Gy?rgy,Kiss, Nóra Zsuzsa
-
-
- New synthesis of trimethylsilyl esters of phosphorus(III) acids
-
Abstract: A novel synthetically important reaction has been developed for the quick, convenient, and high-yield preparation of trimethylsilyl esters of phosphorus(III) acids, synthetically valuable Michaelis–Arbuzov reaction precursors. Commercially and synthetically available initial compounds used are derivatives of propan-2-ol phosphorylated in the second position capable of long-term storage and available silylating reagents: hexamethyldisilazane, bis(trimethylsilyl)acetamide, and diethyl(trimethylsilyl)amine. Also, a stepwise reaction scheme of the starting compounds with silylating reagents has been proposed. Graphic abstract: [Figure not available: see fulltext.].
- Morgalyuk, Vasily,Strelkova, Tatyana,Brel, Valery
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p. 1993 - 1997
(2019/11/13)
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- Nickel-Catalyzed Electrochemical Phosphorylation of Aryl Bromides
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A nickel-catalyzed electrochemical cross-coupling reaction of aryl bromides with dialkyl phosphites, ethyl phenylphosphinate, and diphenylphosphine oxide has been developed. This reaction utilizes a simple undivided cell with inexpensive carbon electrodes to synthesize aryl phosphonates, aryl phosphinates, and arylphosphine oxides at room temperature. This protocol provides a mild and efficient route for the construction of C-P bond in moderate to high yields with broad substrate scope.
- Bai, Ya,Liu, Nian,Wang, Shutao,Wang, Siyu,Ning, Shulin,Shi, Lingling,Cui, Lili,Zhang, Zhuoqi,Xiang, Jinbao
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supporting information
p. 6835 - 6838
(2019/09/30)
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- Desymmetrization of Phosphinic Acids via Pd-Catalyzed Asymmetric Allylic Alkylation: Rapid Access to P-Chiral Phosphinates
-
The synthesis of P-chiral compounds is challenging, especially since useful catalytic methods for preparing such molecules are scarce. Herein we disclose a desymmetrization that employs phosphinic acids as prochiral nucleophiles in a Pd-catalyzed asymmetr
- Trost, Barry M.,Spohr, Simon M.,Rolka, Alessa B.,Kalnmals, Christopher A.
-
supporting information
p. 14098 - 14103
(2019/10/11)
-
- Silver-promoted cascade radical cyclization of γ,δ-unsaturated oxime esters with P(O)H compounds: synthesis of phosphorylated pyrrolines
-
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.
- Chen, Chen,Bao, Yinwei,Zhao, Jinghui,Zhu, Bolin
-
supporting information
p. 14697 - 14700
(2019/12/11)
-
- Selective P?C(sp3) Bond Cleavage and Radical Alkynylation of α-Phosphorus Alcohols by Photoredox Catalysis
-
Herein the first P?C(sp3) bond cleavage and radical alkynylation of α-phosphorus alcohols to construct phosphonoalkynes is reported. The phosphorus radical is generated upon P?C bond cleavage reaction via the alkoxyl radical through photoredox catalysis with cyclic iodine(III) reagents. Various arylphosphinoyl-, alkylphosphinoyl-, phosphonate-, and phosphonic amide alcohols serve as radical phosphorus precursors to construct phosphonoalkynes for the first time.
- Jia, Kunfang,Li, Junzhao,Chen, Yiyun
-
supporting information
p. 3174 - 3177
(2018/02/09)
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- Asymmetric Covalent Triazine Framework for Enhanced Visible-Light Photoredox Catalysis via Energy Transfer Cascade
-
Complex multiple-component semiconductor photocatalysts can be constructed that display enhanced catalytic efficiency via multiple charge and energy transfer, mimicking photosystems in nature. In contrast, the efficiency of single-component semiconductor photocatalysts is usually limited due to the fast recombination of the photogenerated excitons. Here, we report the design of an asymmetric covalent triazine framework as an efficient organic single-component semiconductor photocatalyst. Four different molecular donor–acceptor domains are obtained within the network, leading to enhanced photogenerated charge separation via an intramolecular energy transfer cascade. The photocatalytic efficiency of the asymmetric covalent triazine framework is superior to that of its symmetric counterparts; this was demonstrated by the visible-light-driven formation of benzophosphole oxides from diphenylphosphine oxide and diphenylacetylene.
- Huang, Wei,Byun, Jeehye,R?rich, Irina,Ramanan, Charusheela,Blom, Paul W. M.,Lu, Hao,Wang, Di,Caire da Silva, Lucas,Li, Run,Wang, Lei,Landfester, Katharina,Zhang, Kai A. I.
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supporting information
p. 8316 - 8320
(2018/06/29)
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- Photoinitiator suitable for solidifying LED as well as preparation method and application of photoinitiator
-
The invention discloses photoinitiator suitable for solidifying an LED as well as a preparation method and application of the photoinitiator. An electron-donating group is coupled to an acyl phosphorus skeleton structure, so that absorption wavelength red
- -
-
Paragraph 0052; 00530; 060; 0061
(2017/09/01)
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- 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
-
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,
- He, Wei,Hou, Xiao,Li, Xinjin,Song, Liang,Yu, Qing,Wang, Zhongwei
-
supporting information
p. 3133 - 3138
(2017/05/08)
-
- Synthesis of alkyl α-aminomethyl-phenylphosphinates and N,N-bis(alkoxyphenylphosphinylmethyl)amines by the microwave-assisted Kabachnik–Fields reaction
-
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.
- Bálint, Erika,Tóth, Regina Eszter,Keglevich, Gy?rgy
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p. 323 - 335
(2016/10/11)
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- Preparation of organophosphorus compounds from P-H compounds using o-(trimethylsilyl)aryl triflates as aryne precursors
-
An efficient method was developed for the synthesis of a variety of arylphosphorus compounds from P-H compounds using o-(trimethylsilyl)aryl triflates as aryne precursors. The reaction provides a practical preparation of various arylphosphorus compounds via aryne intermediates utilizing diarylphosphine oxides and dialkyl phosphites as the nucleophiles.
- Yang, Guoqiang,Shen, Chaoren,Quan, Mao,Zhang, Wanbin
-
supporting information
p. 333 - 337
(2015/12/30)
-
- Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines
-
Catalytic synthesis of nonracemic P-chiral phosphine derivatives remains a significant challenge. Here we report Cu-catalyzed enantioselective arylation of secondary phosphine oxides with diaryliodonium salts for the synthesis of tertiary phosphine oxides
- Beaud, Rodolphe,Phipps, Robert J.,Gaunt, Matthew J.
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supporting information
p. 13183 - 13186
(2016/10/22)
-
- Direct synthesis of thiophosphates by reaction of diphenylphosphine oxide with sulfonyl chlorides
-
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.
- He, Wei,Wang, Zhiming,Li, Xinjin,Yu, Qing,Wang, Zhongwei
-
supporting information
p. 7594 - 7598
(2016/11/11)
-
- NEAR-INFRARED-RAY-ABSORBING COMPOSITION, NEAR-INFRARED-RAY CUT FILTER USING SAME, MANUFACTURING METHOD THEREFOR, CAMERA MODULE, AND MANUFACTURING METHOD THEREFOR
-
Provided are a near-infrared-ray-absorbing composition having strong near-infrared shielding properties when a cured film is produced, a near-infrared-ray cut filter, a manufacturing method therefor, a camera module, and a manufacturing method therefor. The near-infrared-ray-absorbing composition includes a copper complex obtained by reacting a compound (A) having at least two coordination sites with a copper component.
- -
-
Paragraph 0713
(2017/01/02)
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- Phosphinate ruthenium complexes
-
Provided herein are ruthenium complexes of Formula I, and processes of preparation thereof. Also provided are methods of their use as a metathesis catalyst.
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-
Page/Page column 44; 45
(2015/09/23)
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- Synthesis of the mixed alkyl esters of phenylphosphonic acid by two variations of the Atherton-Todd protocol
-
Phenylphosphonates with mixed alkyl groups were synthesized from ethyl phenyl-H-phosphinate by twomodified Atherton-Todd methods. Using aqueous sodium hydroxide under phase transfer catalytic conditions, the alkyl ethyl phosphonates were obtained in onlym
- Ilia, Gheorghe,Petric, Mihaela,Blint, Erika,Keglevich, Gy?rgy
-
-
- A "green" variation of the Hirao reaction: The P-C coupling of diethyl phosphite, alkyl phenyl-H-phosphinates and secondary phosphine oxides with bromoarenes using a P-ligand-free Pd(OAc)2 catalyst under microwave and solvent-free conditions
-
The P-C coupling of diethyl phosphite, alkyl phenyl-H-phosphinates, diphenylphosphine oxide and dialkylphosphine oxides with bromoarenes may be performed in the presence of a P-ligand-free Pd(OAc)2 catalyst and triethylamine under microwave-assisted (MW) and, in almost all cases, solvent-free conditions to afford diethyl arylphosphonates, alkyl diphenylphosphinates, aryldiphenylphosphine oxides and dialkylphenylphosphine oxides, respectively. This is the "greenest" accomplishment of the well-known Hirao reaction that has now been found to have general application for a broad spectrum of >P(O)H species with different reactivity and a great variety of substituted bromobenzenes. The alkyl phenyl-H-phosphinates were prepared by the MW-promoted alkylation of phenyl-H-phosphinic acid in the absence of any solvent. This journal is the Partner Organisations 2014.
- Keglevich, Gyoergy,Jablonkai, Erzsebet,Balazs, Laszlo B.
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p. 22808 - 22816
(2014/06/23)
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- Addition of optically pure H-phosphinate to ketones: Selectivity, stereochemistry and mechanism
-
Aromatic methyl ketones and cyclic asymmetric ketones underwent hydrophosphorylation with P-stereogenic H-P species in the presence of potassium carbonate to produce P,C-stereogenic tertiary α-hydroxyl phosphinates in excellent yields with up to 99 : 1 dr
- Sun, Yong-Ming,Xin, Nana,Xu, Zhong-Yuan,Liu, Li-Juan,Meng, Fan-Jie,Zhang, He,Fu, Bao-Ci,Liang, Qiu-Ju,Zheng, Hong-Xing,Sun, Li-Jun,Zhao, Chang-Qiu,Han, Li-Biao
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supporting information
p. 9457 - 9465
(2014/12/11)
-
- Ultrasound-promoted synthesis of biologically active α- hydroxyphosphonates/hydroxyphosphinates using 1,4-dimethylpiperazine as a catalyst
-
A series of new α-hydroxyphosphonates/phosphinates was prepared using 1,4-dimethylpiperazine as a base catalyst under conventional as well as ultrasonic irradiation conditions by the reaction of 5-bromoindole-3- carboxaldehyde/2-nitrocinnamaldehyde with v
- Rasheed,Ramana, K. Venkata,Madhava,Rao, D. Subba,Raju, C. Naga
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supporting information
p. 606 - 614
(2014/06/09)
-
- T3P-assisted esterification and amidation of phosphinic acids
-
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.
- Jablonkai, Erzsébet,Henyecz, Réka,Milen, Mátyás,Kóti, János,Keglevich, Gy?rgy
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p. 8280 - 8285
(2015/03/05)
-
- Phosphonothioate hydrolysis by molybdocene dichlorides: Importance of metal interaction with the sulfur of the thiolate leaving group
-
The metallocene bis(cyclopentadienyl)molybdenum(IV) dichloride Cp 2MoCl2 hydrolyzes O,S-diethyl phenylphosphonothioate (1) with only P-S scission to yield a phosphonate under mild aqueous conditions. In terms of degrading phosphonoth
- Kuo, Louis Y.,Baker, Devon C.,Dortignacq, Adria K.,Dill, Kristina M.
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p. 4759 - 4765
(2013/09/24)
-
- Stereochemical inversion of phosphonothioate methanolysis by La(III) and Zn(II): Mechanistic implications for the degradation of organophosphate neurotoxins
-
The utility of phosphonothioate methanolysis to degrade organophosphate neurotoxins has prompted the stereochemical investigation of this useful transformation. The methanolysis of enantiomerically pure O,S-diethyl phenylphosphonothioate (5) was studied b
- Kuo, Louis Y.,Glazier, Sara K.
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experimental part
p. 328 - 335
(2012/03/12)
-
- Chemistry of the versatile (hydroxymethyl)phosphinyl P(O)CH2OH functional group
-
(Hydroxymethyl)phosphorus compounds are well-known and valuable compounds in general; however the use of (hydroxymethyl)phosphinates R1P(O) (OR2)CH2OH in particular has been much more limited. The potential of this functio
- Berger, Olivier,Gavara, Laurent,Montchamp, Jean-Luc
-
supporting information; experimental part
p. 3404 - 3407
(2012/09/08)
-
- Synthesis of 2-pyridylphosphinate and thiophosphinate derivatives by nucleophilic aromatic substitution of N-methoxypyridinium tosylates
-
We developed a straightforward and cost-effective method for the synthesis of 2-pyridylphosphinate derivatives based on a nucleophilic aromatic substitution of N-methoxypyridinium salts. The method proved to be useful for synthesizing various 2-pyridylphosphinates and thiophosphinates, including an optically active compound, from H-phosphinate precursors.
- Oka, Natsuhisa,Ito, Kousuke,Tomita, Futoshi,Ando, Kaori
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supporting information
p. 1630 - 1632
(2013/02/23)
-
- Revisited synthesis of aryl-H-phosphinates
-
A systematic study of the reaction conditions for the preparation of pure aryl-H-phosphinate esters, originally developed by Sander and optimized by Petnehazy, is reported. The influence of the reaction concentration has been investigated for the formation of phosphonite intermediates via direct addition of triethyl phosphite to the appropriate Grignard reagent. Subsequent hydrolysis of the phosphonites under acidic conditions gives various aryl-H-phosphinates in high yields and purities. Georg Thieme Verlag Stuttgart, New York.
- Volle, Jean-Noel,Filippini, Damien,Midrier, Camille,Sobecki, Michal,Drag, Marcin,Virieux, David,Pirat, Jean-Luc
-
body text
p. 2490 - 2494
(2011/09/20)
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- NEW PHOSPHORUS CONTAINING HETEROCYCLIC COMPOUNDS, SUGAR ANALOGUES, AND COMPOSITIONS HAVING ANTI-CANCER ACTIVITY CONTAINING THE SAME
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The invention provides new anticancer compounds of formula (1) such as defined in the present description. The invention also provides pharmaceutical compositions to be used in human or veterinary medicine, comprising at least one compound of formula (1). The present invention further relates to a compound of formula (1) such as defined in the present description, for use as a drug. The invention further relates to the use of a compound of formula (1) for manufacturing a human or animal anticancer pharmaceutical composition.
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Page/Page column 30
(2009/03/07)
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- Novel synthesis of phosphinates by the microwave-assisted esterification of phosphinic acids
-
1-Hydroxy-3-phospholene oxides (1 and 3) and phenyl-H-phosphinic acid (6) are converted to the corresponding phosphinic esters (2, 4, and 7, respectively) by reaction with simple alcohols on microwave irradiation. Under traditional heating conditions, the
- Kiss, Nora Zsuzsa,Ludanyi, Krisztina,Drahos, Laszlo,Keglevich, Gyoergy
-
experimental part
p. 2392 - 2404
(2009/12/03)
-
- NEUROLOGICALLY-ACTIVE COMPOUNDS
-
The invention provides a compound of the formula (I): wherein R is methyl, ethyl, propyl, isopropyl, butyl, pentyl, neo-pentyl or cyclohexyl, or a salt or solvate thereof. These compounds are selective GABAC receptor antagonists. The invention also provides pharmaceutical compositions comprising a compound of formula (I) or a pharmaceutically acceptable salt or solvate thereof. The invention also provides methods of enhancing the cognitive activity of an animal and methods of stimulating memory capacity in an animal, comprising the step of administering to the animal an effective amount of a compound of formula (I) or a pharmaceutically acceptable salt or solvate thereof.
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Page/Page column 23
(2008/06/13)
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- Electroactive poly zinc, cadmium, manganese ferrocenylphenylphosphinates
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The synthesis of ferrocenylphenylphosphinic acid in high yield is reported. The electrochemical behaviour of ethyl ferrocenylphenylphosphinate, ferrocenylphenylphosphinic acid and its sodium salt are compared. The preparation and characterization of zinc,
- Oms, Olivier,Bideau, Jean Le,Vioux, André,Leclercq, Dominique
-
p. 363 - 370
(2007/10/03)
-
- Peptide sequencing through N-terminal phosphonylation and electrospray ionization mass spectrometry
-
Peptides were phosphonylated at their N-termini by reacting with ethoxyphenylphosphinate in the presence of triethylamine and tetrachloromethane under mild conditions. The phosphonylated peptides were analyzed by tandem electrospray ionization mass spectr
- Bao, Jiangyin,Ai, Huiwang,Fu, Hua,Jiang, Yuyang,Zhao, Yufen,Huang, Cheng
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p. 772 - 776
(2007/10/03)
-
- Palladium-catalyzed phosphorus-carbon bond formation: Cross-coupling reactions of alkyl phosphinates with aryl, heteroaryl, alkenyl, benzylic, and allylic halides and triflates
-
The direct formation of H-arylphosphinates and related compounds can be accomplished using palladium catalysis. This full paper examines the scope and some mechanistic aspects of this phosphorus-carbon bond forming reaction. The reactions of alkenyl and allylic halides are also described for the first time. This novel cross-coupling provides a convenient access to a variety of substituted H-phosphinates.
- Bravo-Altamirano, Karla,Huang, Zhihong,Montchamp, Jean-Luc
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p. 6315 - 6329
(2007/10/03)
-
- Hewitt reaction revisited
-
A range of alkyl phenylphosphonites are prepared from the reaction of phenylphosphinic acid with the corresponding alkyl chloroformates. A mechanism for this reaction is proposed.
- Afarinkia, Kamyar,Yu, Hiu-Wan
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p. 781 - 783
(2007/10/03)
-
- Convenient one pot synthesis of phosphonites and H-phosphinates
-
A convenient and simple one-pot method is described for the synthesis of phosphonites [RP(OEt)2, 1] and H-phosphinates [HP(O)R(OEt), 2] from triethyl phosphite and appropriate Grignard reagents.
- Petnehazy, Imre,Jaszay, Zsuzsa M.,Szabo, Andrea,Everaert, Kinga
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p. 1665 - 1674
(2007/10/03)
-
- Novel synthetic method of phosphonamidate peptides and its application in peptide sequencing via multistage mass spectrometry.
-
Phosphonamidate peptides were prepared in good yields by reaction of ethoxy(phenyl)phosphinate with free peptides in a mixed solution of H2O, C2H5OH, Et3N and CCl4 at room temp.; their in situ electrospray ionization mass spectra exhibited high sensitivit
- Ai, Huiwang,Fu, Hua,Zhao, Yufen
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p. 2724 - 2725
(2007/10/03)
-
- Orthosilicate-mediated esterification of monosubstituted phosphinic acids
-
(matrix presented) Monosubstituted phosphinic acids are esterified with orthosilicates in excellent yields. Phosphinylidene-containing acids react selectively under these conditions, while disubstituted phosphinic acids and phosphonic acids remain unchanged. One-pot procedures are also described for the preparation of phosphinate esters from an alcohol. This novel method provides a convenient and general alternative to more commonly employed conditions such as diazomethane or carbodiimide.
- Dumond, Yves R.,Baker, Rhonda L.,Montchamp, Jean-Luc
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p. 3341 - 3344
(2007/10/03)
-
- Design and synthesis of haptens for antibody catalyzed hydrolysis of organophosphoms nerve agents
-
Haptens bearing phosphorane and α-hydroxyphosphinate structures have been designed and synthesized for the selection of monoclonal antibodies with phosphatase like activity in order to detoxify highly toxic organophosphorus chemical weapons such as VX.
- Renard, Pierre-Yves,Vayron, Philippe,Taran, Frederic,Mioskowski, Charles
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p. 281 - 284
(2007/10/03)
-
- Phosphorous-containing cysteine and serine protease inhibitors
-
The present invention is directed to novel phosphorous-containing inhibitors of cysteine or serine proteases. Methods for the use of the protease inhibitors are also described.
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-
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- ALKOXYLATION OF HYDRIDOPHOSPHORANES
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The bicyclic hydridophosphorane 3 reacted with a series of alcohols in the presence of phenyl disulfide to give the corresponding isolable alkoxyphosphoranes.The reactivities of the alcohols in this reaction were seen to be dependent on the steric hindrance of the R groups.The mechanism was suggested in terms of experimental observation.Key words: Alkoxylation; hydridophosphoranes; scission reaction; phenyl disulfide; alkoxyphosphoranes; steric size.
- Liu, Lunzu,Li, Guowei,Huang, Mingzhi
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- Kinetic Facial Selectivity in Nucleophilic Displacements at Tetracoordinate Phosphorus: Kinetics and Stereochemistry in the Reaction of Sodium Ethoxide with O,S-Dimethyl Phenylphosphonothioate
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The reaction of ethoxide ion with O,S-dimethyl phenylphosphonothioate (1a) proceeds with competitive displacements of the methylthio and methoxy ligands.Each displacement occurs with complete inversion of configuration.The two products, ethyl methyl pheny
- DeBruin, Kenneth E.,Tang, Chen-lan W.,Johnson, David M.,Wilde, Ronnie L.
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p. 5871 - 5879
(2007/10/02)
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- Selective conversion of acrylonitrile into 1,4-dicyano-1-butene catalyzed by polymer-bound alkyl diarylphosphinites
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Selective conversion of acrylonitrile into 1,4-dicyano-1-butene by contacting a liquid phase comprising acrylonitrile with an effective amount of a polymer-bound alkyl diarylphosphinite catalyst having the formula I: STR1 wherein the trivalent phosphorus is substituted by one alkoxy group and one aryl group and wherein the third bond of phosphorus is a P--C bond to a pendant aryl group of the polymer matrix, such as polystyrene cross-linked with divinylbenzene is disclosed. Treatment of the liquid phase, prior to contacting same with the polymer-bound catalyst, with a drying agent comprising a polymer-bound dialkyl arylphosphonite and regeneration of the drying agent are also disclosed.
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