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Heterocycles are a vital class of compounds in numerous fields, including drug discovery, agriculture, and materials science. Efficient methods for the synthesis of heterocycles remain critical for meeting the demands of these industries. Recent advances in multicomponent reactions (MCRs) utilizing 2-aminobenzothiazole (ABT) have shown promising results for the formation of heterocycles. The versatility of 2-aminobenzothiazole in this context has enabled the rapid and efficient construction of diverse heterocyclic structures. Various synthetic methodologies and reactions involving 2-aminobenzothiazole are discussed, highlighting its importance as a valuable building block in the synthesis of complex heterocycles. The potential applications of these heterocycles in drug discovery and material science are also explored. Overall, this review provides a comprehensive overview of the current state of research in the field and offers insights into the future directions of this promising area of study. We highlight the potential of ABT as a versatile and sustainable starting material in heterocyclic synthesis via MCRs, with significant implications for the chemical industry.
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http://dx.doi.org/10.1002/open.202400185 | DOI Listing |
J Org Chem
September 2025
Ural Federal University Named After the First President of Russia B. N. Yeltsin, Mira Str. 19, Ekaterinburg 620062, Russia.
Azolo[1,5-]pyrimidines (APs) are widely recognized as challenging scaffolds for diverse applications in both medicinal chemistry and materials science. Owing to their high potential, active research is focused on developing new derivatives through the derivatization and functionalization of their molecular structure. Herein, we report an unusual transformation in the AP series initiated by a hydroperoxide anion.
View Article and Find Full Text PDFJ Am Chem Soc
September 2025
Department of Chemistry, The University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, United States.
Once physical organic curiosities, bicyclo[2.1.0]pentanes (colloquially termed housanes) are useful strain-release reagents and are unique structural motifs for medicinal chemistry campaigns because of their high Fsp content.
View Article and Find Full Text PDFJ Org Chem
September 2025
Organic and Medicinal Chemistry Division, CSIR-Indian Institute of Chemical Biology, 4, Raja S. C. Mullick Road, Jadavpur, Kolkata 700 032, India.
The denitrogenation of tetrazoles is typically performed using transition-metal catalysts at high temperatures due to the inherent stability of the tetrazole group. In this work, we present, for the first time, an electrochemical method for denitrogenating tetrazoles at room temperature. This method employs a sacrificial zinc anode and a platinum cathode in a solvent mixture of acetonitrile and water under a constant current in an undivided cell.
View Article and Find Full Text PDFOrg Lett
September 2025
College of Chemistry, International Phosphorus Laboratory, Zhengzhou University, Zhengzhou 450001, P. R. China.
The classical 1,3-dipolar cycloaddition reaction predominantly generates five-membered heterocycles through cycloaddition between 1,3-dipoles and unsaturated hydrocarbons, such as alkenes or alkynes. Herein, we report a light-mediated approach that employs saturated amines as alternatives to conventional unsaturated hydrocarbons, enabling their reaction with -imino(iso)quinolinium ylides to achieve efficient synthesis of pyrazolo-fused (iso)quinoline core structures. This method demonstrates operational simplicity, mild reaction conditions, and excellent functional group compatibility.
View Article and Find Full Text PDFOrg Lett
September 2025
Department of Chemistry, University of Calcutta, 92 A. P. C. Road, Kolkata-700009, India.
This study introduces microwave-assisted, Fe(III)-catalyzed ring-opening annulations of isoxazoles, enabling the rapid and selective synthesis of 1,4-diacyl pyrroles and substituted pyridines. By leveraging microwave irradiation and transition metal catalysis, this approach enhances the reaction efficiency, reduces reaction times, and promotes high regioselectivity under mild conditions. Under thermal conditions, the Ru(II) catalyst led to the synthesis of nicotinamide derivatives.
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