A formal [3 + 3] cycloaddition reaction between azides and in situ formed azaoxyallyl cations has been realized. This reaction provided an efficient and practical pathway to synthesize 1,2,3,4-tetrazines in good yields under mild conditions. Biologically active molecules could also be well compatible, highlighting the potential value of this reaction.
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http://dx.doi.org/10.1021/acs.orglett.8b00280 | DOI Listing |
J Am Chem Soc
January 2025
School of Physical Science and Technology, Shanghai Key Laboratory of High-Resolution Electron Microscopy, State Key Laboratory of Advanced Medical Materials and Devices, ShanghaiTech University, Shanghai 201210, China.
Covalent organic frameworks (COFs) hold promise in heterogeneous metal catalysis benefiting from their robust, crystalline, and porous structures. However, synthetic challenges persist in prolonged crystallization times, limited metal loading, and uncertain coordination environments. Here, we present the rapid crystallization and versatile metalation of new acetylhydrazone-linked COFs (AH-COFs) by condensation of ketone and hydrazide components, featuring full conversion within 30 min under open-air and mild conditions.
View Article and Find Full Text PDFACS Appl Mater Interfaces
December 2024
Materials and Manufacturing Directorate, Air Force Research Laboratory, Wright-Patterson AFB, Ohio 45433, United States.
We report the preparation of poly(ionic) polymer-wrapped single-walled carbon nanotube dispersions for chemiresistive methane (CH) sensors with improved humidity tolerance. Single-walled CNTs (SWCNTs) were noncovalently functionalized by poly(4-vinylpyridine) (P4VP) with varied amounts of a poly(ethylene glycol) (PEG) moiety bearing a Br and terminal azide group (Br-R). The quaternization of P4VP with Br-R was performed using continuous flow chemistry and Bayesian optimization-guided reaction selection.
View Article and Find Full Text PDFChemistry
November 2024
Department of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
We report the development of an azanide (NH) surrogate which enables the facile conversion of electron-deficient (hetero)aryl halides into primary N-aryl amines under transition-metal-free conditions. The designed amidine reagent is easy to prepare, bench stable, and undergoes facile N-arylation under basic conditions at 40 °C. Intermediate N-aryl amidines are readily cleaved to form N-aryl amines in situ through hydrolysis or base-promoted elimination.
View Article and Find Full Text PDFTalanta
March 2025
National Reference Laboratory of Veterinary Drug Residues (HZAU), Wuhan, Hubei, 430070, China. Electronic address:
Herein, an ultrasensitive electrochemical biosensor is constructed to detect mecA gene by utilizing electrochemically controlled atom transfer radical polymerization (eATRP) triggered by copper nanoflowers enriched on DNA polymers. Firstly, specific capture and enrichment of mecA gene is achieved by using magnetic separation system, effectively weakening the interference of the complex matrix. Next, enzyme-free hybridization chain reaction is triggered in the presence of mecA gene to form long DNA polymers containing numerous active sites for subsequent binding to streptavidin-copper hybrid nanoflowers (SA@Cu HNFs).
View Article and Find Full Text PDFACS Appl Mater Interfaces
December 2024
School of Materials Science and Engineering, Beijing Institute of Technology, Beijing 100081, China.
Carbonyl azides are important precursors to isocyanates and are used as energetic compounds. However, the further development of these compounds is limited by their inherently poor stability. In this study, we present a new family of carbonyl azides, 5-nitro-1H-1,2,4-triazol-3-yl-carbamoyl-azide (NTCA), which was synthesized through in situ oxidation cleavage of amino-tetrazole.
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