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BF·EtO-promoted unconventional reactions of 2-oxoaldehyde: access to 4-amidooxazoles and β-keto amides/sulphonamides.
Org Biomol Chem
January 2025
Natural Product and Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Jammu-180001, India.
This study investigates the potential of boron trifluoride etherate (BF·OEt) to trigger unprecedented reactions of 2-oxoaldehydes with nitriles and amides/sulphonamides. In contrast to the mechanism in conventional reactions, the α-carbonyl group in 2-oxoaldehydes induces a cyclization pathway to be followed when reacting with nitriles, yielding 4-amidooxazoles. Additionally, reactions with weak nucleophiles produce β-keto amides/sulphonamides.
View Article and Find Full Text PDFFacile Preparation of High-Performance Polythiophene Derivative and Effect of Torsion Angle Between Thiophene Rings on Electrochromic Color Change.
Molecules
November 2024
College of Chemistry and Chemical Engineering, Weifang University, Weifang 261061, China.
The electrochromic phenomenon of conducting polymer is mainly dominated by the π-π* band transition. The π conjugation is influenced by the coplanarity between polymer units, deviations from which can lead to an increased ionization potential and band gap values. In order to investigate the effect of plane distortion angle on electrochromic color in the main chain structure of polymerization, high-performance poly(3,3'-dimethyl-2,2'-bithiophene) (PDMeBTh) with a large plane distortion angle is successfully synthesized in boron trifluoride diethyl etherate (BFEE) by the electrochemical anodic oxidation method.
View Article and Find Full Text PDFBF·OEt-catalyzed/mediated alkyne cyclization: a comprehensive review of heterocycle synthesis with mechanistic insights.
Org Biomol Chem
November 2024
Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati-781039, Assam, India.
The quest for efficient and versatile methods for heterocycle synthesis continues to drive innovation in organic chemistry. In this context, the cyclization of alkynes catalyzed or mediated by boron trifluoride diethyl etherate (BF·OEt) has emerged as a powerful and widely applicable strategy. This review provides a comprehensive and authoritative overview of BF·OEt-catalyzed/mediated alkyne cyclization reactions, covering the scope, mechanisms, and applications of these processes.
View Article and Find Full Text PDFA general and mild synthetic method for fused-ring electronic acceptors.
Sci Adv
August 2024
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599, USA.
Fused-ring electronic acceptors (FREAs) have transformed the field of organic solar cells. However, the prevailing syntheses of FREAs suffer from low yield, difficulty in separation, and high cost. Here, we report new and streamlined syntheses with three distinctive key steps.
View Article and Find Full Text PDFIs There an Adduct of Pyridine -Oxide and Boron Trifluoride in the Gaseous State? Gas Electron Diffraction vs Mass Spectrometry.
Inorg Chem
September 2024
Ivanovo State University of Chemistry and Technology, Research Institute for Thermodynamics and Kinetics of Chemical Processes, Sheremetevsky Avenue, 7, Ivanovo 153000, Russia.
A study of saturated vapor over the pyridine -oxide-boron trifluoride (PyO-BF) adduct was carried out at = 448(5) K by a synchronous gas electron diffraction/mass spectrometry (GED/MS) experiment. Due to the absence of ions in the mass spectrum, indicating the presence of a structure with an O-B dative bond, several models of vapor composition were tested by the GED method. It was found that the dominant molecular form (up to 100%) in vapor is the PyO-BF adduct.
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