Bromoaryl compounds have attracted great attention in organic chemistry, especially for the synthesis of pharmaceutical intermediates. Herein, we demonstrated a novel and efficient bromination protocol of indazoles C-H bond cleavage to give site-specific 3-bromide products that could be further employed as synthetic blocks to prepare drugs. The reaction used DBDMH as a bromine source, tolerated a wide range of indazoles, and finished in 30 min under mild, ultrasound-assisted conditions. Besides, preliminary mechanistic studies revealed that this approach was not a radical process.
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http://dx.doi.org/10.1039/d2ra06867b | DOI Listing |
Food Chem
June 2024
Department of Chemistry "Ugo Schiff", University of Florence, Via della Lastruccia, 3, 50019 Sesto Fiorentino, Firenze, Italy.
Polychlorinated biphenyls (PCBs), polybrominated diphenyl ethers (PBDEs), novel brominated flame retardants (NBFRs), phthalate esters (PAEs) are pervasive environmental pollutants, posing threats to both ecosystems and human health. Although several analytical methods were developed for these compounds, they are not performed simultaneously. This study addresses the need for a sustainable, novel, analytical approach capable of simultaneously determining these diverse chemical classes in edible fish muscles.
View Article and Find Full Text PDFToxics
December 2022
Faculty of Chemistry and Chemical Technology, University of Ljubljana, Večna pot 113, 1000 Ljubljana, Slovenia.
Flame retardants are added to consumer products to retard the ignition of combustible materials. Technical mixtures of polybrominated diphenyl ethers (PBDEs) and hexabromocyclododecane (HBCDD) were massively used for several decades. They are bioaccumulative, persistent, and have adverse effects on organisms.
View Article and Find Full Text PDFRSC Adv
December 2022
College of Chemistry and Materials Science, Hunan Agricultural University Changsha 410082 Hunan P. R. China
Bromoaryl compounds have attracted great attention in organic chemistry, especially for the synthesis of pharmaceutical intermediates. Herein, we demonstrated a novel and efficient bromination protocol of indazoles C-H bond cleavage to give site-specific 3-bromide products that could be further employed as synthetic blocks to prepare drugs. The reaction used DBDMH as a bromine source, tolerated a wide range of indazoles, and finished in 30 min under mild, ultrasound-assisted conditions.
View Article and Find Full Text PDFMolecules
May 2022
Chemistry Department, Alexandru Ioan Cuza University of Iasi, Carol I Bvd., 700506 Iasi, Romania.
We report here an energy-efficient and straight synthesis of two new classes of derivatized fluorescent azatetracycles under ultrasound (US) irradiation. A first class of azatetracyclic compounds was synthesized by heterogeneous catalytic bromination of the α-keto substituent attached to the pyrrole moiety of the tetracyclic cycloadducts, while for the second, one class was synthesized by nucleophilic substitution of the bromide with the azide group. Comparative with conventional thermal heating (TH) under US irradiation, both types of reactions occur with substantially higher yields, shortened reaction time (from days to hours), lesser energy consumed, easier workup of the reaction, and smaller amounts of solvent required (at least three to five-fold less compared to TH), which make these reactions to be considered as energy efficient.
View Article and Find Full Text PDFTalanta
March 2021
Division of Chemical Metrology, National Institute of Metrology, Beijing, 100029, China.
Isotopic dilution high-performance liquid chromatography-atmospheric pressure chemical ionization-tandem mass spectrometry method was developed for determination of seven legacy and emerging brominated flame retardants (BFRs) in water using cloud point extraction coupled with ultrasound-assisted back-extraction. The effects of different experimental conditions on the recovery and matrix effect during cloud point extraction were investigated. Under the optimum conditions (sample volume: 40 mL; Triton X-114 concentration: 1.
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