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Dirhodium(II) complex-catalyzed [3 + 2] reactions between -arylaminocyclopropanes and alkyne derivatives are described. The cycloaddition products proved to be versatile synthetic intermediates. -Cyclic β-amino acids and derivatives thereof can be conveniently synthesized using this cycloaddition protocol.
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http://dx.doi.org/10.3762/bjoc.15.48 | DOI Listing |
J Mater Chem B
September 2025
Key Laboratory of Medical Molecule Science and Pharmaceutical Engineering, Ministry of Industry and Information Technology, School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing 100081, China.
Perylene diimide (PDI) radical anions have attracted increasing attention as hypoxia-responsive photothermal agents due to their strong near-infrared (NIR) absorption and efficient photothermal conversion. However, their biomedical application is often limited by aggregation-induced quenching and poor structural tunability. In this work, we report a rationally engineered four-arm PDI derivative (PDI-4Alky·4Cl) bearing terminal alkyne groups, which not only suppresses π-π stacking steric and electrostatic repulsion, but also serves as a versatile molecular scaffold for further functionalization.
View Article and Find Full Text PDFChem Biodivers
September 2025
Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University Sub Campus, Dharashiv, India.
The present study aims to develop novel antimalarial and antimicrobial agents by synthesizing a series of 25 triazolyl quinoline carboxylate derivatives via azide-alkyne 1,3-dipolar cycloaddition, starting from isatin and p-fluoroacetophenone. Structural characterization was performed using IR, H NMR, C NMR, and mass spectrometry. The synthesized hybrids were evaluated for their in vitro antimalarial activity against the chloroquine-sensitive Plasmodium falciparum 3D7 strain.
View Article and Find Full Text PDFbioRxiv
August 2025
Department of Chemistry, University of Alberta, Edmonton, AB T6G 2G2, Canada.
Genetically-encoded libraries of peptide-derived macrocycles containing electrophile 'warheads' (cGELs) can be used to identify potent and selective covalent ligands for protein targets. Such cGELs are synthesized either by incorporation of unnatural amino acids that display mild electrophiles on their side chains or by chemical post-translational modification (cPTM) of mRNA or phage-displayed peptide libraries. Here we investigate fundamental barriers to the synthesis of cGELs.
View Article and Find Full Text PDFJ Org Chem
September 2025
Yunnan Key Laboratory of Modern Separation Analysis and Substance Transformation, College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500, China.
The generation of α-imino metal carbenes from readily available alkynes via nitrene transfer has emerged as an important advancement in carbene chemistry, but current methodologies remain constrained to noble-metal catalysts. Additionally, the dearomatization involving α-imino metal carbenes has not been unexplored. In this study, we disclose a copper-catalyzed dearomatization reaction of azides with ynamide-phenol derivatives via α-imino copper carbenes.
View Article and Find Full Text PDFJ Polym Sci (2020)
June 2025
Gutekunst. School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Georgia, 30332, United States.
Levoglucosenone () has emerged as a versatile synthon in target-oriented synthesis due to its availability from cellulose. While its functionality and chirality have found direct use as a small molecule building block, translation to polymerization has been more challenging. Monomers derived from have been difficult to polymerize through conventional chain-growth approaches due to lack of ring strain and steric hindrance.
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