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Solvent- and Catalyst-Controlled Regioselective - and -Alkylation of 2-Pyridones by 2-Azirines.
J Org Chem
October 2024
Department of Chemistry, University of Calcutta, 92, A. P. C. Road, Kolkata 700 009, West Bengal, India.
The synthesis of -substituted 2-hydroxypyridines and -substituted 2-pyridones, crucial for many bioactive compounds and drugs, faces challenges due to the tautomeric nature of 2-pyridones, which complicates selective alkylation. Here we developed an efficient method for regioselective - and -alkylation of 2-pyridones using Bro̷nsted acid-catalyzed ring opening of 2-azirines. The process involves triflic acid for -alkylation and -toluenesulfonic acid for alkylation, achieving high yields under optimized conditions.
View Article and Find Full Text PDFElectrochemical Bromination of Arenes in a 200% Cell.
J Org Chem
October 2024
Institute of Chemistry, Carl von Ossietzky University Oldenburg, Carl-von-Ossietzky-Str. 9-11, 26129 Oldenburg, Germany.
Herein, we describe the investigation of electrochemical bromination of electron-rich arenes in a 200% cell. For this application, at first, the influence of an excess of supporting electrolyte (BuNBr) on chemical bromination was investigated. The application of >4.
View Article and Find Full Text PDFCarbenoids with Sulfinate as Nucleofuge for Matteson-Type Homologation: Direct Insertion of Oxygen- and Nitrogen-Substituted Units into Carbon-Boron Bonds.
Angew Chem Int Ed Engl
December 2024
Department of Chemistry, University of Chicago, Chicago, Illinois, 60637, United States.
Carbenoid insertion into boronate carbon-boron bonds, namely the Matteson-type homologation, has been recognized as a powerful tool for constructing carbon-carbon bonds. However, some limitations and inconvenience still exist with the carbenoids currently employed, such as the use of highly cryogenic and basic conditions. Herein, we report a new class of stable carbenoids with sulfinate as nucleofuge for Matteson-type homologations, which directly introduce O- and N-substituted methylenes into carbon-boron bonds.
View Article and Find Full Text PDFExtraction of uranyl from spent nuclear fuel wastewater via complexation-a local vibrational mode study.
J Mol Model
June 2024
Computational and Theoretical Chemistry Group (CATCO), Department of Chemistry, Southern Methodist University, 3215 Daniel Avenue, Dallas, TX, 75275-0314, USA.
Context: The efficient extraction of uranyl from spent nuclear fuel wastewater for subsequent reprocessing and reuse is an essential effort toward minimization of long-lived radioactive waste. N-substituted amides and Schiff base ligands are propitious candidates, where extraction occurs via complexation with the uranyl moiety. In this study, we extensively probed chemical bonding in various uranyl complexes, utilizing the local vibrational modes theory alongside QTAIM and NBO analyses.
View Article and Find Full Text PDFStructural (XRD) Characterization and an Analysis of H-Bonding Motifs in Some Tetrahydroxidohexaoxidopentaborate(1-) Salts of -Substituted Guanidinium Cations.
Molecules
April 2023
School of Natural Sciences, Bangor University, Bangor, Gwynedd LL57 2UW, UK.
The synthesis and characterization of six new substituted guanidium tetrahydroxidohexaoxidopentaborate(1-) salts are reported: [C(NH)(NHMe)][BO(OH)]·HO (), [C(NH)(NH{NH})][BO(OH)] (), [C(NH)(NMe)][BO(OH)] (), [C(NH)(NMe)][BO(OH)] (), [C(NHMe)(NMe)][BO(OH)]·B(OH) (), and [TBDH][BO(OH)] () (TBD = 1,5,7-triazabicyclo [4.4.0]dec-5-ene).
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