A new approach to the synthesis of 3-nitroisoxazoles and 3-nitroisoxazolines based on the [3+2]-cycloaddition of nitroformonitrile oxide (NFNO), generated by the cycloreversion of dinitrofuroxan (DNFO), to acetylene and ethylene derivatives, under ionic liquid catalysis is developed. The approac...
Hydrogen sulfide (H2S) emerges as an important mediator of human physiology and pathology but remains difficult to study, so it is urgent to find a sensor with high selectivety and rapidly response to detect H2S. The detection mechanism of H2S is various, and the reduction of nitro has developed...
A simple and efficient method for the enantioselective 1,6-Michael addition reaction of anthrone to a series of 3-methyl-4-nitro-5-alkenyl-isoxazoles with a bifunctional thiourea-tertiary amine as catalyst is described. This transformation proceeds smoothly with 10 mol % catalyst and provides a ...
A TBAI-catalyzed intramolecular annulation of chalcone oximes toward isoxazoles was developed, providing 3,5-diarylisoxazoles in good yields. Functional groups such as methoxy, ethyoxyl, chloro, bromo, fluoro and nitro were well tolerated in this reaction. Notably, the reaction ran under metal-f...
Isoxazole is an important pharmacophore that is critical for biological activity. The isoxazole ring ranks 33rd in frequency among the 351 ring systems found in marketed drugs, thus suggesting a great deal of interest in the synthesis of functional isoxazoles. In recent years, various approaches...
We report the first synthetic route to prepare 3-methyl-4-nitro-5-(2-alkylethenyl)isoxazoles in high yields and exclusively as E-diastereoisomers.
A novel method for the synthesis of 5-arylmethylisoxazolidines via palladium-catalyzed reactions of aryl bromides with N-homoallylhydroxylamines is described. This reaction effects intramolecular C–O bond formation with concomitant intermolecular formation of a C–C bond in moderate to good yie...
The additivity relation in amplitudes (A values) of split CD curves holds for p-phenylbenzyl ethers 1-12 and phenylbenzoates 13-28 of amino sugars. Thus the glycosidic linkage determination methods based on CD amplitudes are applicable to oligosaccharides containing amino sugars as well.
The fluorescence behaviour of poly(ethylene terephthalate) (PET) films prepared by using a spin-casting method was measured. The wavelength of the fluorescence peak was found to be dependent on the casting temperature, Tcast. This fluorescence is neither from a ground state dimer nor from an exc...
Three end-capped oligomers 35, 41 and 45 related to poly(ethyleneglycol terephthalate) have been prepared starting from t-butylthioterephthalic acid 21 and its ethyleneglycol monoterephthalate derivative 25 terminally protected on the glycol moiety (by the tetrahydropyranyl group) and on the car...
The 2-amidinylindole-3-carbaldehydes 1 are the key starting materials for the preparation of three classes of carbolines 2, 6 and 7 in which the pyridine ring is characterised by a different substitution patterns. The carbolines 2 which are functionalized with an amino group in position 2, were ...
A series of [1,2,4]triazolo[4,3-a]pyrazine derivatives (4a–4i) were designed, synthesized and evaluated for their c-Met kinase inhibition and antitumor activity against SNU5 gastric cell line in vitro. Among these compounds, 4d was found to show the highest activity against c-Met and high selec...
Bromodomain and extra-terminal (BET) proteins, a class of epigenetic reader domains has emerged as a promising new target class for small molecule drug discovery for the treatment of cancer, inflammatory, and autoimmune diseases. Starting from in silico screening campaign, herein we report the d...
The triazolo [4,3-a]pyrazin analogues are of interest due to their potential activity against various infectious and non-infectious disease. In search of suitable potent drug candidate, we report here the design, synthesis, characterization, biological activities and computation study of novel t...
Ethyl 2,5-anhydro-6-O-benzoyl-d-allonodithioate (1) was coupled with aminomethyl- and hydrazino-azines to afford the title compounds. Specifically, 1 was coupled with 2-(aminomethyl)pyridine to afford 3-β-d-ribofuranosylimidazolo-[1,5-a]pyridine, with 2-hydrazinopyrazine to yield 3-β-d-ribofur...
Stearoyl-CoA desaturase-1 (SCD1) plays an important role in lipid metabolism. Inhibition of SCD1 activity represents a potential novel approach for the treatment of metabolic diseases such as obesity, type 2 diabetes and dyslipidemia, as well as skin diseases, acne and cancer. Herein, we report ...
A new synthesis of 1-alkylpyrazolo[5,4-d]pyrimidines is described. The reaction of 4,6-dichloropyrimidine-5-carbaldehyde with various substituted hydrazines provides such compounds in a single step from commercially available starting materials. This method has advantages over methods currently ...
The control of the presence of OH−/CN− nucleophiles in an aqueous-ethanolic solution of [Mo(CN)4O(pcn)]2− anions (pcn = 2-pyrazinecarbonitrile) allows for selective transformation of the organonitrile ligand. The nucleophilic addition of CN− to the triple bond of the pendant nitrile group in pcn...
The pH-control of a reaction between tetracyanooxomolybdate(IV) and 2-pyrazinecarbonitrile (pcn), in aqueous-ethanolic solution under ambient conditions, affords the Mo(IV) mixed-ligand complex anions [Mo(CN)4O(pcn)]2− (1) or [Mo(CN)4O(Hpca)]2− (2) with a monodentately bound 2-pyrazinecarboxylic...
Pyrazinecarbonitriles can be decyanated by hydrogenation with platinum on carbon in the presence of activated carbon under acidic conditions. Pyrazine carbonitrile-N-oxides undergo a stepwise reduction to the deoxy-pyrazinecarbonitriles followed by decyanation to give pyrazines in good yields.
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