A One-Pot Azido Reductive Tandem Mono-N-Alkylation Employing Dialkylboron Triflates: Online ESI-MS Mechanistic Investigation

2011 ◽  
Vol 76 (17) ◽  
pp. 7017-7026 ◽  
Author(s):  
Nagula Shankaraiah ◽  
Nagula Markandeya ◽  
Vunnam Srinivasulu ◽  
Kokkonda Sreekanth ◽  
Ch. Sanjeeva Reddy ◽  
...  

Synthesis ◽  
2017 ◽  
Vol 49 (16) ◽  
pp. 3609-3618 ◽  
Author(s):  
Yanzhong Li ◽  
Yulei Zhao ◽  
Yang Yuan ◽  
Lingkai Kong ◽  
Fangfang Zhang

A novel gold(I)/Brønsted acid sequential catalyzed/promoted procedure to synthesize 1-alkyl-3-(2-oxo-2-aryl/alkyl-ethyl)indolin-2-ones under mild reaction conditions is developed. This methodology is realized by relay actions of gold and a Brønsted acid in a one-pot multistep manner. The gold(I)-catalyzed chemoselective C(sp2)-H functionalization of enaminones and Brønsted acid promoted cleavage of the C=C bond are integrated effectively. Based on the results of control experiments and ESI-MS analysis, a possible reaction mechanism is proposed.



2017 ◽  
Vol 5 (35) ◽  
pp. 9174-9180 ◽  
Author(s):  
Renbing Tian ◽  
Suting Zhong ◽  
Juan Wu ◽  
Yongliang Geng ◽  
Baojing Zhou ◽  
...  

Gram scale N-doped GQDs were prepared using a facile one-pot method by polymerization of nitrilotriacetic acid, showing a purity of over 99% without a dialysis process, a synthetic yield of 46% and a quantum yield of 45.8%.



2020 ◽  
Author(s):  
Antonio Crotti ◽  
Daniel Previdi ◽  
Paulo Donate ◽  
J Scott McIndoe

In this paper, pressurized sample infusion electrospray ionization mass spectrometry (PSI-ESI-MS) and FTIR spectroscopy was used to investigate the mechanism of a like-Barbier cobalt-mediated one-pot transition metal-catalyzed multicomponent reaction (MCR). The use of charge-tagged aryl halides allowed for the detection of cobalt(II)-promoted hydrodehalogenation products. Although these products were also detected in the off-line ESI-MS monitoring, the ability of PSI-ESI-MS to track real-time changes in the reaction mixture composition proved cobalt(II) was responsible for the undesired transformation. The occurrence of cobalt(II)-promoted hydrodehalogenation as a side reaction in this MCR had not been considered in previous mechanistic proposals and represents an important mechanistic consideration.



Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4859
Author(s):  
Khadar Duale ◽  
Piotr Latos ◽  
Anna Chrobok ◽  
Adrian Domiński ◽  
Magdalena Martinka Maksymiak ◽  
...  

Following our previous studies on the molecular level structure of (co)oligoesters obtained via anionic homo- and co-polymerization of novel β-substituted β-lactones, prepared by the atmospheric pressure carbonylation reaction of respective epoxides, the boric acid biocatalyzed ring-opening (co)polymerization of δ-valerolactone has been studied. As a co-monomer the 6-methy-ε-caprolactone, prepared by the one-pot oxidation of respective alcohol, and ethylene glycol as polymerization initiator were used. The obtained copolymers were characterized by 1H-NMR, GPC and ESI-MS, respectively in order to confirm their chemical structures and identity. Subsequently, tandem mass spectrometry (MS-MS studies) via collision-induced dissociation were utilized to characterize the fragmentation pattern. ESI-MS and NMR analyses confirmed the formation of random linear copolymer chains composed of different polyester repeat units. MS-MS experiments showed that fragmentation proceeds via ester bound cleavage along the (co)polyester chains. The innovative aspect of this contribution is related to the elaboration of the telechelic (co)polymers end-capped with hydroxyl end groups and well-defined molecular architectures, which could facilitate the development of new flexible macromolecular systems for potential biomedical applications.



2014 ◽  
Vol 11 (6) ◽  
pp. 413-421 ◽  
Author(s):  
Sayyed M. Habibi-Khorassani ◽  
Malek T. Maghsoodlou ◽  
Sadegh Talaiefar ◽  
Mohammad A. Kazemian ◽  
Jasem Aboonajmi




2017 ◽  
Vol 53 (12) ◽  
pp. 2064-2067 ◽  
Author(s):  
Jean-François Lohier ◽  
Thomas Glachet ◽  
Hamid Marzag ◽  
Annie-Claude Gaumont ◽  
Vincent Reboul

One-pot synthesis of NH-sulfoximines from sulfides was reported through fully described acetoxy- and methoxy-λ6-sulfanenitrile intermediates (1H, 13C, 15N NMR and HRMS).



2013 ◽  
Vol 203 ◽  
pp. 211-216 ◽  
Author(s):  
Jerrik Mielby ◽  
Anders Riisager ◽  
Peter Fristrup ◽  
Søren Kegnæs


2014 ◽  
Vol 2014 ◽  
pp. 1-10 ◽  
Author(s):  
Sayyed Mostafa Habibi-Khorassani ◽  
Malek Taher Maghsoodlou ◽  
Mehdi Shahraki ◽  
Sadegh Talaiefar ◽  
Jasem Aboonajmi

Sodium acetate was applied as an efficient catalyst for the one-pot, three-component condensation reactions consisting of 4-nitrobenzaldehyde 2, malononitrile 3, and thiobarbituric acid 1. Use of nontoxic reaction components, short reaction times, environmental, easy work-up, and high yields are some remarkable advantages of this method. Kinetics and mechanism of the reaction were spectrally studied and the second order rate constant (kovr = k1) was automatically calculated by the standard equations contained within the program. The second order rate constant [Ln(kovr = k1), Ln(kovr = k1)/T] that depended on reciprocal temperature was in good agreement with the Arrhenius and Eyring equations, respectively. This data provided the suitable plots for calculating the activation energy and parameters (Ea, ΔG‡, ΔS‡, and ΔH‡) of the reaction. Furthermore, from studying the effects of solvent, concentration, and catalyst on the reaction rate, useful information was obtained regarding the mechanism. The results showed that the first step of the reaction mechanism is a rate determining step (RDS). The proposed mechanism was confirmed in accordance with the experimental data and also the steady state approximation.



2018 ◽  
Vol 54 (43) ◽  
pp. 5458-5461 ◽  
Author(s):  
Chao Zhang ◽  
Mengrui Zhang ◽  
Hongyu Shi ◽  
Qingdao Zeng ◽  
Dongdi Zhang ◽  
...  

A high-nuclearity manganese–tungsten supercluster Na8H32[{MnIV24MnIII12O28(H2O)23}2(W24O120)2]·66H2O (Mn72W48) has been successfully synthesized and its formation mechanism is investigated by ESI-MS.



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