Non-Decarboxylative Ruthenium-Catalyzed Rearrangement of 4-Alkylidene-isoxazol-5-ones to Pyrazole- and Isoxazole-4-carboxylic Acids. [PDF]
Treatment of 4-(2-hydroaminoalkylidenyl)- and 4-(2-hydroxyalkylidenyl)-substituted isoxazol-5(4H)-ones with catalytic amounts of [RuCl2(p-cymene)]2, without any additive, afforded pyrazole- and isoxazole-4-carboxylic acids, respectively.
Loro C +6 more
europepmc +6 more sources
Stereoselective cycloaddition of 1-glucosyl-1,3-butadienes with tert-butyl 2H-azirine-3-carboxylate, glyoxylates and imines [PDF]
Glucosyl dienes 1 have been reacted with the achiral 2H-azirine 4 and with glyoxylates, forming fused structures of type 5 and disaccharide-like compounds 7 with good to excellent selectivity.
M. José Alves +3 more
openalex +4 more sources
Cycloaddition of methyl 2-(2,6-dichorophenyl)-2H-azirine-3-carboxylate to electron-rich 2-azadienes [PDF]
Tert-Butyldimethylsililoxy-2-aza-1,3-butadienes react with 2H-azirine 3 leading to Diels-Alder cycloadducts in moderate yields. The reactions are endo- and regio- selective with the azirine being added by its less hindered face. There is only one product
M. José Alves +2 more
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Chemistry of 1,3-Dioxepins. XVI.1 The Synthesis, Characterization and Crystallographic Analysis of Some Arylsulphanyl-, Arylsulphinyl-, Arylsulphonyl- and Benzoyl- N-Substituted Derivatives of 1a,2,6,6a-Tetrahydro-1H,4H-[1,3]dioxepino[5,6-b]azirines [PDF]
Chemo-selective synthesis and characterization of N-[(4-nitrophenyl)sulphanyl]- 2 and N-[(4- nitrophenyl)sulphinyl]- 3 N-[(4-aminophenyl)sulphonyl]- 5 and N-(4-aminobenzoyl)- 7 derivatives of 1a,2,6,6a-tetrahydro-1H,4H-[1,3]dioxepino[5,6-b]azirines ...
Biserka Prugovečki +3 more
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Azirine ligation: fast and selective protein conjugation via photoinduced azirine–alkene cycloaddition [PDF]
We report a new bioorthogonal ligation reaction between p-nitrodiphenylazirine and dimethyl fumarate. This photoinduced azirine-alkene cycloaddition provides a rapid (~2 min) and highly selective route to protein conjugation at neutral pH and room temperature in biological medium.
Reyna K V, Lim, Qing, Lin
openaire +2 more sources
Synthetic Strategies to Access Fluorinated Azoles. [PDF]
This review highlights recent synthetic strategies for introducing fluorine groups (mono‐, di‐, and trifluoromethylation) into 11 major azole classes, identifying research gaps to inform future innovations in materials science, medicinal chemistry, and biomedical research.
El-Gaber MKA +4 more
europepmc +2 more sources
Acremolin, a stable natural product with an antiaromatic 1H-azirine moiety? A structural reorientation [PDF]
Recently, acremolin (4), a novel modified base, was isolated from a marine-derived fungus and claimed to possess a structure with a 1H-azirine moiety. It is shown now that the reported NMR data are not compatible with this antiaromatic heterocycle, which
Klaus Banert +61 more
core +5 more sources
Tetrahedron Letters 17 (1976) 1413-1414. doi:10.1016/S0040-4039(00)71270-6 ; Received by publisher: 1975-12-23 ; Harvest Date: 2016-01-04 12:20:50 ; DOI:10.1016/S0040-4039(00)71270-6 ; Page Range: 1413 ...
Department of Chemistry, University of Florida Gainesville, Florida 32611 U.S.A. ( host institution ) +2 more
openaire +2 more sources
[3 + 2]-Cycloadditions of nitrile ylides after photoactivation of vinyl azides under flow conditions
The photodenitrogenation of vinyl azides to 2H-azirines by using a photoflow reactor is reported and compared with thermal formation of 2H-azirines. Photochemically, the ring of the 2H-azirines was opened to yield the nitrile ylides, which underwent a [3
Stephan Cludius-Brandt +2 more
doaj +1 more source
Due to their poor electrophilicity, 2H-azirines do not easily react with nucleophiles. Here, the authors show an acidic activation of 2H-azirines by cyanoacetic acid coupling partners affording chiral aziridines containing vicinal tetrasubstituted and ...
Hai-Jun Zhang, Yan-Cheng Xie, Liang Yin
doaj +1 more source

