63818-48-4Relevant academic research and scientific papers
Fluorescent Arylphosphonic Acids: Synergic Interactions between Bone and the Fluorescent Core
Zorlu, Yunus,Brown, Connor,Keil, Claudia,Ayhan, M. Menaf,Haase, Hajo,Thompson, Richard B.,Lengyel, Imre,Yücesan, Gündo?
, p. 11129 - 11134 (2020)
Herein, we report the third generation of fluorescent probes (arylphosphonic acids) to target calcifications, particularly hydroxyapatite (HAP). In this study, we use highly conjugated porphyrin-based arylphosphonic acids and their diesters, namely 5,10,1
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.
A practical in situ generation of the schwartz reagent. reduction of tertiary amides to aldehydes and hydrozirconation
Zhao, Yigang,Snieckus, Victor
supporting information, p. 390 - 393 (2014/04/03)
A new, highly efficient in situ protocol (Cp2ZrCl2/LiAlH(OBu-t)3) is described for the generation of the Schwartz reagent which provides a convenient method for the amide to aldehyde reduction and the regioselective hydrozirconation-iodination of alkynes and alkenes. Highlighted are chemoselective reductions of benzamides derived by directed ortho metalation (DoM) chemistry, allowing the synthesis of valuable 1,2,3-substituted benzaldehydes. The single-step, three-component process proceeds in a very short reaction time, shows excellent functional group compatibility, and uses inexpensive and long-storage stable reducing reagents.
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.
Protection and deprotection of acetals by using MoO3/SiO 2
Bhosale, Rajesh S.,Bhosale, Sidhanath V.,Bhosale, Sheshanath V.,Solanke, Kuldeep S.,Pawar, Rajendra P.,Chougule, Harish S.,Dongare, Mohan K.
, p. 659 - 663 (2007/10/03)
Acetalization of aldehydes using a new silica-supported molybdenum(VI) oxide (20%) catalyst has been explored. Additionally, facile deprotection strategy for the acetals is reported including the results from the replacement of solvent studies. The protocol achieved the protection O,O-acetals in excellent yield within a few hours under neutral conditions and also deprotection of aromatic O,O-acetals in excellent yields was achieved within a few minutes in aqueous acetone. Copyright Taylor & Francis Group, LLC.
The synthesis of novel bisphosphonates as inhibitors of phosphoglycerate kinase (3-PGK)
Caplan, Neil A.,Pogson, Christopher I.,Hayes, David J.,Blackburn, G. Michael
, p. 421 - 437 (2007/10/03)
A series of conformationally-restrained analogues of 1,3-bisphospho-D-glyceric acid (1,3-BPG) 1 has been synthesised for use as inhibitors of 3-PGK (E.C. 2.7.2.3). These compounds have non-scissile phosphonate linkages and also incorporate α-halogen substituents to make them isopolar and isosteric mimics of the natural substrate. A monocyclic aryl core between the two phosphoryl centres provides both a rigid framework linking these moieties and loci for further substitution. The compounds were tested against human 3-PGK and found to be good competitive inhibitors. α-Fluorination of the phosphonic acids increased the affinity for the enzyme into the submicromolar range. Correlation of IC50 data with pKa. and pKa, values indicates that the acidity of the phosphoryl group exerts a strong influence on protein binding. The Royal Society of Chemistry 2000.
THE EFFECT OF THE DIETHYLPHOSPHONATE GROUP ON FREE RADICAL STABILITIES
Creary, Xavier,Benage, Brigitte,Mehrsheikh-Mohammadi, M. E.,Bays, J. Philip
, p. 2383 - 2386 (2007/10/02)
The diethylphosphonate substituent is free radical stabilizing by a conjugation mechanism as judged by its effect on the rate of the methylenecyclopropane rearrangement.
