Expedient protocols for the synthesis of three types of highly functionalized azaheterocyclic scaffolds (dihydropyridazines, tetrahydropyridazines, and partially saturated tricyclic systems) from readily available hydroxypyrrolines and hydrazides are described. The directions of the transformation of a common initial intermediate, namely a Brønsted acid-activated hydroxypyrroline, depend on the reaction conditions and the structure of the hydrazides.
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http://dx.doi.org/10.3762/bjoc.17.29 | DOI Listing |
Bioorg Chem
January 2025
Chemistry Department, Faculty of Science, Arish University, Al-Arish 45511, Egypt.
The search for new anticancer compounds is a major focus for researchers in chemistry, biology, and medicine. Cancer affects people of all ages and regions, with rising incidence rates. It does not discriminate by age or gender, making it a significant threat to humanity.
View Article and Find Full Text PDFChemSusChem
January 2025
Universita degli study di cagliari, Dipartimento di Scienze Chimiche e Geologiche, Cittadella Universitaria, SS 554 bivio per Sestu, 09042, Monserrato, ITALY.
Solvent-free techniques have gained considerable attention in recent years due to their environmental advantages and potential to enable chemical reactivities beyond the reach of traditional solution-based methods. Mechanochemistry has emerged as a groundbreaking approach to drive sustainable chemical processes. Despite its promise, some challenges still need to be explored, including the overlooked issue of material leaching during grinding, a phenomenon in which components from milling media or reaction vessels, such as stainless steel, unintentionally alter reaction outcomes.
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
Department of Chemistry, University of Wisconsin─Madison, 1101 University Avenue, Madison, Wisconsin 53706, United States.
Hydrazides are known to catalyze reactions of α,β-unsaturated aldehydes via transient iminium formation. The iminium intermediate displays enhanced electrophilicity, which facilitates conjugate additions and cycloadditions. We observed that a hydrazide embedded in a seven-membered ring catalyzes homoaldol condensation of a simple aldehyde in a process that displays an approximate second-order dependence on the hydrazide.
View Article and Find Full Text PDFOrg Biomol Chem
January 2025
Department of Engineering, Graduate School of Integrated Science and Technology, Shizuoka University, 3-5-1 Johoku, Hamamatsu, Shizuoka 432-8561, Japan.
High-performance liquid chromatography (HPLC) plays a crucial role in purifying peptides and proteins and monitoring their reactions. Peptide hydrazides are widely employed intermediates in modern peptide/protein chemistry. However, they often exhibit peak tailing during HPLC purification and analysis.
View Article and Find Full Text PDFAnal Chim Acta
February 2025
Institute of Environmental Science, Shanxi University, Taiyuan 030006, China.
Hypochlorous acid (HClO) is a well-known inflammatory signaling molecule, while lipid droplets (LDs) are dynamic organelles closely related to inflammation. Using organic small-molecule fluorescence imaging technology to target LDs for precise monitoring of HClO is one of the most effective methods for diagnosing inflammation-related diseases. A thorough investigation of how probes detect biological markers and the influencing factors can aid in the design of probe molecules, the selection of high-performance tools, and the accuracy of disease detection.
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