scholarly journals Strategic Evaluation of the Traceless Staudinger Ligation for Radiolabeling with the Tricarbonyl Core

Molecules ◽  
2021 ◽  
Vol 26 (21) ◽  
pp. 6629
Author(s):  
Constantin Mamat ◽  
Christian Jentschel ◽  
Martin Köckerling ◽  
Jörg Steinbach

The traceless Staudinger ligation with its two variants is a powerful biorthogonal conjugation method not only for the connection of biomolecules, but also for the introduction of fluorescence- or radiolabels under mild reaction conditions. Herein, the strategic evaluation of the traceless Staudinger ligation for radiolabeling 99mTc using the fac-[Tc(CO)3]+ core is presented. A convenient and high-yielding three-step synthetic procedure of dipicolylamine-based phosphanols as ligands for the mild radiolabeling was developed. The labeling was accomplished using a tricarbonyl kit and a 99mTc-pertechnetate generator eluate showing 87% radiochemical conversion. The respective rhenium-based, non-radioactive reference compounds were synthesized using (Et4N)2[Re(CO)3Br3] as precursor. All products were analyzed by NMR, MS, and elemental analysis. Additional XRD analyses were performed.

2019 ◽  
Vol 15 ◽  
pp. 1523-1533 ◽  
Author(s):  
András György Németh ◽  
György Miklós Keserű ◽  
Péter Ábrányi-Balogh

A new multicomponent reaction has been developed between isocyanides, sulfur and alcohols or thiols under mild reaction conditions to afford O-thiocarbamates and dithiocarbamates in moderate to good yields. The one-pot reaction cascade involves the formation of an isothiocyanate intermediate, thus a catalyst-free synthesis of isothiocyanates, as valuable building blocks from isocyanides and sulfur is proposed, as well. The synthetic procedure suits the demand of a modern organic chemist, as it tolerates a wide range of functional groups, it is atom economic and easily scalable.


2009 ◽  
Vol 64 (9) ◽  
pp. 1065-1069 ◽  
Author(s):  
Mehdi Rimaz ◽  
Jabbar Khalafy ◽  
Khadijeh Tavana ◽  
Katarzyna Ślepokura ◽  
Tadeusz Lis ◽  
...  

Diethyl 2,2´-thiocarbonyl-bis(azanediyl)dibenzoate was synthesized from the reaction of ethyl anthranilate with thiophosgene. Its treatment with sodium ethoxide in ethanol at room temperature gave ethyl 2-(4-oxo-2-thioxo-1,2-dihydroquinazolin-3(4H)-yl) benzoate, whereas in the presence of ethyl nitroacetate and under the same reaction conditions, the corresponding bis(quinazolin)disulfide was formed. Its structure was confirmed by IR, 1H and 13C NMR spectroscopy elemental analysis and single crystal X-ray structure determination.


2013 ◽  
Vol 781-784 ◽  
pp. 999-1002
Author(s):  
Qiu Hong Dai ◽  
Kun Zou ◽  
Ming Guo Liu ◽  
Lin Luo ◽  
Nian Yu Huang

The title compounds thienopyrimidine-basedS-glycoside analogues were synthesized through the nucleophilic addition/cyclization/glycosylation reactions in good yields from easily accessible starting materials under mild reaction conditions. All of compounds were characterized by NMR, MS, IR and elemental analysis. The efficient approach allowed the facial synthesis of small libraries of thienopyrimidine-basedS-glycoside analogues with different structural motifs for biological screening.


2015 ◽  
Vol 748 ◽  
pp. 183-186
Author(s):  
Zhi Cheng Sun ◽  
Shu Ying Chen ◽  
Zhi Peng Guo ◽  
Mei Juan Cao ◽  
Lu Hai Li

A novel one-pot method for the synthesis of substituted μ-oxo-bis [tetraphenyl porphyrinatoiron] compounds ([TRPPFe]2O) from pyrrole and aromatic aldehydes was proposed and investigated in this paper. Four kinds of [TRPPFe]2O were designed and synthesized by one-pot reaction and characterized by elemental analysis, infrared spectra and ultraviolet-visible spectroscopy. Moreover, the [TRPPFe]2O yields of 18.7~22.4% could be obtained with this novel method under the optimum reaction conditions.


2019 ◽  
Vol 801 ◽  
pp. 145-150
Author(s):  
Yan Kai Huang ◽  
Qi Lin Mei ◽  
Zhi Xiong Huang ◽  
Yan Qin ◽  
Di Zhu

In this paper, the structure of the photosensitive diamines was designed and the method of synthesizing such diamines was investigated. The 1-(3-aminophenyl)-3-(4-aminophenyl)-2-propen-1-one analyzed by elemental analysis and infrared analysis was synthesized through two-step experiments with Aldol condensation and Nitroammoniation process. Through the experiment the optimum reaction conditions are raw material ratio of 1:1, anhydrous ethanol dosage of 60 ml, 10 % NaOH dosage of 10 ml and reaction temperature of 25°C for 4h. The yield was about 55.4 %.


2021 ◽  
Vol 14 (1) ◽  
pp. 39-47
Author(s):  
M. Fatih Polat ◽  
Derya Aktaş Anı

In this study, a new series consisting of 12 heteroaryl chalcone derivatives of 1,3,5-trimethoxybenzene were synthesised. Chalcones were synthesised in high purity and efficiency, via condensation of mono, bis and tris 2,4,6-trimethoxy acetophenones with hetero-2-carbaldehyde derivatives based on Claisen Schdmit condensation. The reactions feature a good scope for the all products, mild reaction conditions and good yields. The synthesized compounds were characterized by using FT-IR, NMR and elemental analysis spectroscopic techniques.


2010 ◽  
Vol 123-125 ◽  
pp. 251-255 ◽  
Author(s):  
Fang Hsin Lin ◽  
Reuy An Doong

The synthesis of uniform and monodispersed magnetic and optical nanocrystals has received much attention in recent years due to the size-dependent physicochemical properties. In this study, we have demonstrated a general approach for the synthesis of size-tunable ferrite and gold nanocrystals and their nanocomposite. The monodispersed magnetite nanocrystals were obtained by thermal decomposition of iron-oleate complex in a high boiling point solvent in presence of oleylamine and oleic acid. The size of magnetite nanocrystal can be tuned from 7 – 11nm by changing the amount of iron-oleate complex. The other key parameters such as temperature, amount of capping agents, types of solvent were also discussed. This synthetic procedure could also apply to synthesis other type of ferrite nanocrystals. When Mn-acetate was partially substituted for iron-oleate in a 1:2 ratio in the same reaction conditions as in the synthesis of Fe3O4, monodispersed MnFe2O4 nanocrytals with 14nm could be obtained. Except those magnetic nanocrystals, we also synthesized various sizes of monodispersed gold nanocrystals by reducing HAuCl4 in presence of t-butylamine-borane and oleylamine. By varying the reaction temperature, the particle size could be well-tuned from 2nm to 8nm with the characteristic surface plasmon absorption between 510 and 520 nm. For Fe3O4/Au composite, it was prepared via the decomposition of iron-oleate over the surface of the Au nanoparticles. The mean size of the Fe3O4/Au nanocomposite was ∼17 nm which shows a saturation magnetization of 46.92 emu/g and absorption peak at 512nm. These composites with both magnetic and optical properties would make them very promising in the fields of biomedine and environment.


Inorganics ◽  
2019 ◽  
Vol 7 (8) ◽  
pp. 97 ◽  
Author(s):  
Forberg ◽  
Kallmeier ◽  
Kempe

Novel synthetic routes to the commonly encountered indole motif are highly sought after. Tetrahydro-1H-indoles were synthesized for the first time from secondary alcohols and 2aminocyclohexanol in the presence of a well-established iridium catalyst using a modified synthetic procedure recently developed for the synthesis of hydrocarbazoles. The catalyst is stabilized by an inexpensive and easy-to-synthesize triazine based PN5P pincer ligand. The reaction proceeds through acceptorless dehydrogenative condensation (ADC) and yields the title compound, dihydrogen, and water and can thus be classified as sustainable synthesis. Overall, five examples, three of which were previously unknown compounds, were prepared. The propitious isolated yields and the mild reaction conditions show the synthetic value of this approach. These tetrahydroindoles can be quantitatively dehydrogenated over a heterogeneous Pd catalyst to yield the corresponding indoles.


2014 ◽  
Vol 2014 ◽  
pp. 1-10 ◽  
Author(s):  
Harshita Sachdeva ◽  
Rekha Saroj ◽  
Diksha Dwivedi

A simple catalytic protocol for the synthesis of novel spiro[indoline-pyranodioxine] derivatives has been developed using ZnO nanoparticle as an efficient, green, and reusable catalyst. The derivatives are obtained in moderate to excellent yield by one-pot three-component reaction of an isatin, malononitrile/ethylcyanoacetate, and 2,2-dimethyl-1,3-dioxane-4,6-dione in absolute ethanol under conventional heating and microwave irradiation. The catalyst was recovered by filtration from the reaction mixture and reused during five consecutive runs without any apparent loss of activity for the same reaction. The mild reaction conditions and recyclability of the catalyst make it environmentally benign synthetic procedure.


2016 ◽  
Vol 20 (01n04) ◽  
pp. 421-428 ◽  
Author(s):  
Martina Tiravia ◽  
Andrea Vecchi ◽  
Federica Sabuzi ◽  
Giuseppe Pomarico ◽  
Alessia Coletti ◽  
...  

The tetraferrocenylporphyrin synthetic procedure was performed varying different reaction conditions. Mg, Mn, Pd and Cd complexes were synthesized and preliminarily studied. The results obtained show that the synthetic procedure strongly depends on catalyst, solvent and reagents concentration, even more than what observed with similar tetraarylporphyrins; concentration of substrates plays an important role in determining the outcome of the reactions.


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