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Search for "isoxazoles" in Full Text gives 36 result(s) in Beilstein Journal of Organic Chemistry.
Regioselective 1,4-trifluoromethylation of α,β-unsaturated ketones via a S-(trifluoromethyl)diphenylsulfonium salts/copper system
Beilstein J. Org. Chem. 2013, 9, 2189–2193, doi:10.3762/bjoc.9.257
- of 1,4-additive trifluoromethylation of (trifluoromethyl)trimethylsilane (Me3SiCF3, Ruppert–Prakash reagent) to very specific substrates such as trans-1-benzoyl-2-(dimethylamino)ethylene [12], 2-polyfluoroalkylchromones [13][14], isoxazoles with a nitro group at the 4-position [15], and Morita–Baylis
Aryl nitrile oxide cycloaddition reactions in the presence of pinacol boronic acid ester
Beilstein J. Org. Chem. 2012, 8, 606–612, doi:10.3762/bjoc.8.67
- alkenes [15], alkynes [16][17], and benzyne [18][19], to give Δ2-isoxazolines and isoxazoles. These are interesting sources of bioactive compounds in their own right, but isoxazoles are particularly valuable for their latent functionality as β-hydroxyketones, β-aminoalcohols, 1,3-diols, and a range of
Aldol elaboration of 4,5,6,7-tetrahydroisoxazolo[4,3-c]pyridin-4-ones, masked precursors to acylpyridones
Beilstein J. Org. Chem. 2012, 8, 308–312, doi:10.3762/bjoc.8.33
- tetrahydroisoxazolopyridone 6 was to use the direct deprotonation strategy employed with the corresponding dehydro derivative 4 [16]. It is well-precedented that 3,5-disubstituted isoxazoles undergo lateral deprotonation–metalation preferentially at the C-5 substituent [17][18] (isoxazole numbering), which corresponds to the
Multistep flow synthesis of vinyl azides and their use in the copper-catalyzed Huisgen-type cycloaddition under inductive-heating conditions
Beilstein J. Org. Chem. 2011, 7, 1441–1448, doi:10.3762/bjoc.7.168
- , vinyl azides can be converted into the corresponding 2H-azirines by thermolysis or alternatively by photolysis [5]. The highly reactive azirines can further react as dipolarophiles, dienophiles, electrophiles or nucleophiles [6] thereby accessing oxazoles and isoxazoles [7]. In addition, 2H-azirines
Recent advances in the gold-catalyzed additions to C–C multiple bonds
Beilstein J. Org. Chem. 2011, 7, 897–936, doi:10.3762/bjoc.7.103
- -arylhydroxylamines with 1,3-dicarbonyl compounds in situ) to give 3-carbonylated benzofuran derivatives 300 [153]. Trisubstituted isoxazoles 303 were obtained from alkynyl oxime ether 301 through a gold-catalyzed domino reaction involving cyclization and subsequent Claisen-type rearrangement [154]. The presence of
Gold-catalyzed propargylic substitutions: Scope and synthetic developments
Beilstein J. Org. Chem. 2011, 7, 866–877, doi:10.3762/bjoc.7.99
- and oxime cyclization gave, in a one-pot sequence, the corresponding isoxazoles 40 in good yields (Scheme 20) [86]. Conclusion In conclusion, we have developed gold(III)-catalyzed direct propargylic (allylic, benzylic) substitutions which have proved efficient with a great number of nucleophiles under
An overview of the key routes to the best selling 5-membered ring heterocyclic pharmaceuticals
Beilstein J. Org. Chem. 2011, 7, 442–495, doi:10.3762/bjoc.7.57
Photocycloaddition of aromatic and aliphatic aldehydes to isoxazoles: Cycloaddition reactivity and stability studies
Beilstein J. Org. Chem. 2011, 7, 127–134, doi:10.3762/bjoc.7.18
- isoxazoles are reported. The reactions lead solely to the exo-adducts with high regio- and diastereoselectivities. Ring methylation of the isoxazole substrates is crucial for high conversions and product stability. The 6-arylated bicyclic oxetanes 9a–9c were characterized by X-ray structure analyses and
- showed the highest thermal stabilities. All oxetanes formed from isoxazoles were highly acid-sensitive and also thermally unstable. Cleavage to the original substrates is dominant and the isoxazole derived oxetanes show type T photochromism. Keywords: isoxazoles; oxetanes; Paternò–Büchi reaction
- [10][11]. The results on five-membered aromatic heterocycles published so far, however, has not included a study of isoxazoles as substrates in the Paternò–Büchi reaction. This class of heterocyclic compounds can be considered as masked β-amino ketones [12], and subsequently hydrolysed to the
A new fluorescent chemosensor for fluoride anion based on a pyrrole–isoxazole derivative
Beilstein J. Org. Chem. 2011, 7, 46–52, doi:10.3762/bjoc.7.8
- moieties which avoids the problem of multi-anion sensitivity. The common anion recognition moieties, i.e., a pyrrole NH and an amide group, present in the structure behave as proton donors. Isoxazoles and their derivatives are important intermediates in preparation of many natural products and related
A surprising new route to 4-nitro-3-phenylisoxazole
Beilstein J. Org. Chem. 2010, 6, No. 68, doi:10.3762/bjoc.6.68
- , especially in flat-panel displays [2], light emitting diodes [3][4][5], anisotropic networks [6][7], and semiconductor materials [8]. Incorporation of the isoxazole moiety into such materials can result in significant changes in the corresponding mesogenic phases, since isoxazoles display classical nematic
Synthesis of highly substituted allenylsilanes by alkylidenation of silylketenes
Beilstein J. Org. Chem. 2005, 1, No. 5, doi:10.1186/1860-5397-1-5
- -carbon partners in [3+2] annulation reactions. Thus, reaction with aldehydes,[7] imines/iminiums,[7][8] enones [9][10][11] and nitrosyl cations [12] leads to dihydrofurans, dihydropyrroles, cyclopentenes and isoxazoles respectively.[13] In most cases the silicon is retained in the final product and can
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