132309-76-3Relevant academic research and scientific papers
Unusual selectivity in the oxidative functionalization of gem-dibromocyclopropanes
Nizovtsev, Alexey V.,Baird, Mark S.,Bolesov, Ivan G.
, p. 3717 - 3729 (2004)
Oxidation of gem-dibromocyclopropanes with chromium trioxide in acetic acid or a number of other reagents is generally slower than that of the corresponding cyclopropane; in a number of cases moderate yields of products are obtained but these show unexpected oxidation patterns.
Synthesis of phenacyl bromides via K2S2O 8-mediated tandem hydroxybromination and oxidation of styrenes in water
Jiang, Qing,Sheng, Wenbing,Guo, Cancheng
, p. 2175 - 2179 (2013)
Non-transition metal-catalyzed synthesis of phenacyl bromides was achieved through K2S2O8-mediated tandem hydroxybromination and oxidation of styrenes. The advantages of this reaction are its excellent functional group compatibility, mild reaction conditions (60 °C) and use of pure water as reaction medium. Based upon experimental observations, a plausible reaction mechanism is proposed.
One-pot synthesis of 2-aminothiazoles in PEG-400
Jawale, Dhanaji V.,Lingampalle, Dinesh L.,Pratap, Umesh R.,Mane, Ramrao A.
, p. 412 - 416 (2010)
A facile one-pot synthesis of 2-aminothiazoles has been carried in PEG-400 as a greener medium at room temperature. This method avoids the use of lachrymatric α-bromoketones as well as the volatile, toxic organic solvents.
Regioselective α-bromination of aralkyl ketones using n-bromosuccinimide in the presence of montmorillonite K-10 clay: A simple and efficient method
Mohan, Reddy Bodireddy,Reddy, N. C. Gangi
, p. 2603 - 2614 (2013)
A simple and more convenient method has been developed for regioselective α-bromination of various aralkyl ketones with N-bromosuccinimide (NBS) in the presence of Montmorillonite K-10 catalyst in methanol at 60-65 °C. The present procedure offers advantages of short reaction time, simple workup, good yields of products and reusability of the catalyst for four times without loss of activity. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
Quantitative Treatment of Bromide Ion Nucleophilicity in a Microemulsion
Bunton, Clifford A.,Buzzaccarini, Francesco de
, p. 5010 - 5014 (1982)
The reaction of p-bromophenacylmethyl picryl ether with bromide ion was followed in a microemulsion of cetyltrimethylammonium bromide (CTABr), n-octane, and n-butyl or tert-amyl alcohol.The second-order rate constants in the microemulsion droplets were estimated from the concentration of Br- in the droplets determined electrochemically.These rate constants are insensitive to the composition of the microemulsion, are similar to those in CTABr micelles in water and in aqueous n-butyl, n-hexyl, and tert-amyl alcohol, and are slightly higher than those estimated for the reaction in water.They are smaller than rate constants in the water-alcohol mixtures of relatively low water content.
Synthesis of heteroaromatic carboxylic acids by carbonylation of hetaryl halides with catalysts based on cobalt carbonyl modified with epoxides
Boyarskii,Zhesko,Larionov,Polukeev
, p. 571 - 575 (2007)
A new method for the synthesis of heteroaromatic acids and their derivatives (esters and salts) by carbonylation of the corresponding halides was developed. Hetaryl halides were activated in alcoholic-alkali medium by highly active catalytic systems based on cobalt carbonyl modified with epoxides, developed previously for carbonylation of aryl halides.
Novel pyrrolo[2,3-d]pyrimidine derivatives: Design, synthesis, structure elucidation and in vitro anti-BVDV activity
Sroor, Farid M.,Basyouni, Wahid M.,Tohamy, Wael M.,Abdelhafez, Tawfeek H.,El-awady, Mostafa K.
, (2019)
The progression of drug resistance of viral infection justifies the discovering of new anti-viral agents. Thus, a novel series of pyrrolopyrimidine derivatives 5–7 and 9–18 were designed, synthesized and fully characterized by IR, mass spectroscopy, NMR,
Synthesis of novel quaternary ammonium salts from 1, 2-benzothiazine derivatives
Gul, Salman,Saleem, Maria,Munawar, Munawar Ali,Ahmad, Hafiz Adnan,Ahmed, Ejaz,Begum, Robina,Farooqi, Zahoor H.
, p. 15 - 28 (2021)
A series of novel 1,2-benzothiazine based quaternary ammonium salts were successfully prepared through different organic transformations. Products of all transformations and final salts were separated out and purified. The product yields were good to exce
Synthesis, inhibition studies against AChE and BChE, drug-like profiling, kinetic analysis and molecular docking studies of N-(4-phenyl-3-aroyl-2(3H)-ylidene) substituted acetamides
Larik, Fayaz Ali,Saeed, Aamer,Faisal, Muhammad,Hamdani, Salma,Jabeen, Farukh,Channar, Pervaiz Ali,Mumtaz, Amara,Khan, Imtiaz,Kazi, Mahar Ali,Abbas, Qamar,Hassan, Mubashir,Korabecny, Jan,Seo, Sung-Yum
, (2020)
Halogenated and non-halogenated N-(4-phenyl-3-aroyl-2(3H)-ylidene) substituted acetamides were prepared by base-catalyzed cyclization of corresponding acetyl thioureas with phenacyl bromide. The synthesized compounds were structurally characterized by 1H NMR and 13C NMR spectroscopy and were screened against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzyme inhibition activities. Molecular docking studies, drug-like profiling and kinetic analysis were performed to further investigate the inhibition mechanism of the compounds. This study provided useful insights into the design and development of novel dual inhibitors, in addition to understanding the mechanism by which such drugs interact with targets and exert their biochemical action. All the compounds showed superior inhibition profile compared to the standards possessing sub-micromolar and micromolar IC50 values for AChE and BChE, respectively. Docking simulations revealed that the compound 6g showed strong binding inside the active site gorges of both AChE and BChE. An excellent agreement was obtained as the best docked poses showed important binding features mostly based on interactions due to aromatic moieties and oxygen atoms of the compound. Cation-pi/pi-pi interactions together with hydrogen bond forces were the key players responsible for ligand anchoring in the active sites. The striking results accomplished both in docking computations and experimental findings ascertained that the compound 6g can serve as a scaffold for both AChE and BChE inhibition.
Aq HBr–NaNO2–KI/air: a new catalytic system for α-monobromination of ketones
Ghorpade, Archana K.,Huddar, Sameerana N.,Akamanchi, Krishnacharya G.
, p. 4918 - 4921 (2016)
An efficient approach for α-bromination of aryl alkyl ketones, utilizing a system consisting of aqueous hydrobromic acid as bromine source, sodium nitrite–KI as catalyst, and air as terminal oxidant, has been developed. The method offers advantages of selective monobromination, mild reaction conditions, broad substrate scope, and good yield. The use of air as the terminal oxidant makes the reaction very attractive from both economical and environmental viewpoints.
