62847-52-3Relevant academic research and scientific papers
Copper-Catalyzed Asymmetric Hydrosilylation of β-Nitroethyl Aryl Ketones
Zeng, Weijun,Tan, Xuefeng,Yu, Yang,Chen, Gen-Qiang,Zhang, Xumu
supporting information, p. 858 - 862 (2020/01/31)
A copper-catalyzed asymmetric hydrosilylation of β-nitroethyl aryl ketones has been disclosed, and the corresponding chiral alcohols could be obtained in high yields (up to 99% yield) and excellent enantioselectivities (up to 96% ee). Moreover, the reaction worked well on a gram scale with 0.3 mol % of ligand loading, indicating that our protocol has potential applications in the synthesis of important pharmaceuticals such as Tranylcypromine and Ticagrelor.
INTERMEDIATE COMPOUNDS AND PROCESS FOR THE PREPARATION OF FINGOLIMOD
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Page/Page column 26, (2012/05/19)
The present invention relates to processes for the preparation of (2-Amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol hydrochloride (Fingolimod) and pharmaceutically acceptable salts thereof, and intermediates formed in such processes.
Eco-friendly synthesis of β-nitro ketones from conjugated enones: An important improvement of the Miyakoshi procedure
Gabrielli, Serena,Palmieri, Alessandro,Perosa, Alvise,Selva, Maurizio,Ballini, Roberto
supporting information; experimental part, p. 2026 - 2028 (2011/10/03)
A variety of α,β-unsaturated ketones can be easily converted, at room temperature, into β-nitro ketones by nitration with solid supported nitrite (SSN) and in the presence of acetic acid and cyclopentyl methyl ether.
Selective formation of triplet alkyl nitrenes from photolysis of β-azido-propiophenone and their reactivity
Singh, Pradeep N. D.,Mandel, Sarah M.,Sankaranarayanan, Jagadis,Muthukrishnan, Sivaramakrishnan,Chang, Mingxin,Robinson, Rachel M.,Lahti, Paul M.,Ault, Bruce S.,Gudmundsdottir, Anna D.
, p. 16263 - 16272 (2008/09/20)
Photolysis of β-azido propiophenone derivatives, 1, with built-in sensitizer units, leads to selective formation of triplet alkyl nitrenes 2 that were detected directly with laser flash photolysis (λmax = 325 nm, τ = 27 ms) and ESR spectroscopy (|D/hc| = 1.64 cm-1, |E/hc| = 0.004 cm-1). Nitrenes 2 were further characterized with argon matrix isolation, isotope labeling, and molecular modeling. The triplet alkyl nitrenes are persistent intermediates that do not abstract H-atoms from the solvent but do decay by dimerizing with another triplet nitrene to form azo products, rather than reacting with an azide precursor. The azo dimer tautomerizes and rearranges to form heterocyclic compound 3. Nitrene 2a, with an n,π* configuration as the lowest triplet excited state of the its ketone sensitizer moiety, undergoes intramolecular 1,4-H-atom abstraction to form biradical 6, which was identified by argon matrix isolation, isotope labeling, and molecular modeling. β-Azido-p-methoxy-propiophenone, with a π,π* lowest excited state of its triplet sensitizer moiety, does not undergo any secondary photoreactions but selectively yields only triplet alkyl nitrene intermediates that dimerize to form 3b.
The first conversion of primary alkyl halides to nitroalkanes under aqueous medium
Ballini, Roberto,Barboni, Luciano,Giarlo, Guido
, p. 6907 - 6908 (2007/10/03)
Primary nitroalkanes and α,ω-dinitroalkanes can be easily obtained in aqueous medium by reaction of the corresponding halo derivatives with silver nitrite. The procedure works well with both alkyl bomide and alkyl iodide and proceeds in satisfactory to good yields even in the presence of other functionalities, minimizing the formation of the undesired alkyl nitrites.
Synthesis of new molecular scaffolds: 3-aza-7,9-dioxa-bicyclo[4.2.1]nonane (8-exo BTKa) and 3-aza-8,10-dioxa-bicyclo[5.2.1]decane (9-exo BTKa) carboxylic acids
Scarpi, Dina,Stranges, Daniela,Cecchi, Luca,Guarna, Antonio
, p. 2583 - 2591 (2007/10/03)
Two classes of enantiopure molecular scaffolds were prepared, whose lactam structure formally derives from the coupling between tartaric acid and β- or γ-ketoamines. We labelled these compounds as 8-exo and 9-exo BTKa, indicating the lactam size (8- and 9
Oxidative Generation of 1-Nitroalkyl Radicals and Their Addition Reaction to Olefins
Arai, Noriyoshi,Narasaka, Koichi
, p. 2525 - 2534 (2007/10/03)
1-Nitroalkyl radicals are generated by oxidation of potassium salt of 1-aci-nitroalkanes with ammonium hexanitratocerate(IV). When the oxidation is carried out in the presence of electron-rich olefins, such as silyl enol ethers, intermolecular addition of the radicals onto the olefins proceeds to afford β-nitro ketones, which are further converted to α,β-unsaturated ketones in high yield. Stereoselective construction of fused ring systems is achieved by intramolecular addition of 1-nitroalkyl radicals.
Radical and Ionic Reactions of (Benzoylmethyl)mercurials
Russell, Glen A.,Kulkarni, Shekhar V.,Khanna, Rajive K.
, p. 1080 - 1086 (2007/10/02)
Photolysis of PhCOCH2HgCl or (PhCOCH2)2Hg yields benzoylmethyl radicals which can be trapped by anions such as Me2C=NO2-, RC(CO2Et)2-, RC(O-)=CH2 or by other electron-rich systems such as (RO)3P, N-methylpyrrole, enamines, or norbornene.Electron transfer from the adduct radicals to the mercurials yields PhCOCH2A from the anions A-, PhCOCH2P(O)(OR)2 from P(OR)3, and the phenacyl derivative from N-methylpyrrole or enamines.Easily oxidized anions such as PhCOCPh2- or PhC(CH3)=NO2- react with PhCOCH2* by electron transfer to yield the dimer derived from the anion.Addition of PhCOCH2* to norbornene yields a substituted 3-benzoylpropyl radical which cyclizes at the ortho position of the benzoyl group to give the α-tetralone derivative.
