36438-63-8Relevant academic research and scientific papers
Bottleable NiCl2(dppe) as a catalyst for the Markovnikov-selective hydroboration of styrenes with bis(pinacolato)diboron
Hashimoto, Toru,Ishimaru, Toshiya,Shiota, Keisuke,Yamaguchi, Yoshitaka
supporting information, p. 11701 - 11704 (2020/10/20)
Although transition-metal-catalysed hydroboration reactions of alkenes have been extensively studied, only three examples using Ni complexes have been reported so far. In this study, we have examined hydroboration reactions of alkenes using Ni/phosphine complexes. The commercially available and bottleable complex NiCl2(dppe) (dppe = 1,2-bis(diphenylphosphino)ethane) serves as a catalyst for the highly Markovnikov-selective hydroboration of styrene derivatives that affords the desired Markovnikov products in high yield.
HETEROCYCLIC COMPOUNDS AS MUTANT IDH INHIBITORS
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Paragraph 0442; 0444, (2020/07/16)
The present disclosure relates generally to compounds useful in treatment of conditions associated with mutant isocitrate dehydrogenase (mt-IDH), particularly mutant IDH1 enzymes. Specifically, the present invention discloses compound of formula (IA), which exhibits inhibitory activity against mutant IDH1 enzymes. Method of treating conditions associated with excessive activity of mutant IDH1 enzymes with such compound is disclosed. Uses thereof, pharmaceutical composition, and kits are also disclosed.
Evaluating Gold and Selenium Chemistry for Selective Transformations of Lignin Model Compounds
Santos, Wagner C. C.,Dias, Kevin A.,Santos, Leidaiany P.,Kisukuri, Camila M.,Rodrigues, Thenner S.,Geonmonond, Rafael S.,Camargo, Pedro H. C.,Andrade, Leandro H.
supporting information, p. 1376 - 1383 (2018/02/13)
Applications of gold and selenium chemistry are reported as novel approaches to promote lignin depolymerization into more valuable chemicals via selective oxidation reactions (alcohol oxidations and Baeyer-Villiger reactions). In this study, we proposed two different oxidative methodologies using Au/SiO2 and phenylseleninic acid resin (PAR) as stable and reusable catalysts to promote selective transformations of the β-O-4 linkage of lignin model compounds. After evaluating the catalytic systems under batch conditions, they were both applied in a packed-bed reactor for continuous flow operations. By using Au/SiO2 as a catalyst under flow conditions, ketones were efficiently obtained (up to 86% conversion) from the oxidation of alcohols with a residence time (tR) of 30 min. In the case of Baeyer-Villiger oxidations catalyzed by phenylseleninic acid resin, the corresponding esters were obtained in up to 91% conversion (tR=30 min). Both systems efficiently catalyzed the conversion of the lignin model compounds. (Figure presented.).
Chemoenzymatic synthesis of enantiopure 1-phenyl-2-haloethanols and their esters
Lystvet, Sina Maria,Hoff, Bard Helge,Anthonsen, Thorleif,Jacobsen, Elisabeth Egholm
experimental part, p. 272 - 278 (2011/11/30)
Several secondary haloalcohols have been resolved by esterification catalyzed by lipases A and B from Candida antarctica (CALA and CALB, respectively). Immobilized CALB (Novozym 435) gave better selectivities and faster reaction rates than CALA (Novozyme
Facile preparation of α-aryl nitriles by direct cyanation of alcohols with TMSCN under the catalysis of InX3
Chen, Gang,Wang, Zheng,Wu, Jiang,Ding, Kuiling
supporting information; experimental part, p. 4573 - 4576 (2009/05/07)
(Chemical Equation Presented) A convenient and efficient synthesis of α-aryl nitrites was developed by direct cyanation of alcohols with TMSCN under the catalysis of Lewis acid. Using 5-10 mol % of InBr3 as the catalyst, a variety of benzylic alcohols can be converted to the corresponding nitriles in 5-30 min with yields of 46-99%.
DMSO-triggered enhancement of enantioselectivity in Novozyme[435]-catalyzed transesterification of chiral 1-phenylethanols
Goswami, Amrit,Goswami, Jonali
, p. 4411 - 4413 (2007/10/03)
Dimethyl sulfoxide as cosolvent enhances the enantioselectivity of resolved products up to 100% in the Novozyme[435]-catalyzed transesterification of chiral 1-phenylethanols but not 1-phenyl-2-haloethanols in THF. The reaction does not proceed in lipophilic and water-miscible polar solvents.
Synthesis of Ether Oligomers
Renaudet, Olivier,Reymond, Jean-Louis
, p. 397 - 400 (2007/10/03)
(Equation presented) Hydroxyaromatic aldehydes and ketones were used as building blocks to prepare ether oligomers. An iterative two-step protocol involving Mitsunobu coupling and carbonyl reduction provided a protecting-group-free route with high yields. Activity screening of an 84-member library against proteases led to the discovery of micromolar inhibitors for trypsin, chymotrypsin, and subtilisin.
Secondary Benzylation Using Benzyl Alcohols Catalyzed by Lanthanoid, Scandium, and Hafnium Triflate
Noji, Masahiro,Ohno, Tomoko,Fuji, Koji,Futaba, Noriko,Tajima, Hiroyuki,Ishii, Keitaro
, p. 9340 - 9347 (2007/10/03)
The combination of a secondary benzyl alcohol and a metal triflate (e.g., La, Yb, Sc, and Hf triflate) in nitromethane was a highly effective secondary-benzylation system. Secondary benzylation of carbon (aromatic compounds, olefins, an enol acetate), nitrogen (amide derivatives), and oxygen (alcohols) nucleophiles was carried out with a secondary benzyl alcohol and 0.01-1 mol % of a metal triflate in the presence of water. Secondary benzyl alcohols and nucleophiles bearing acid-sensitive functional groups (e.g., tert-butyldimethylsilyloxy and acetoxy groups and methyl and benzyl esters) could be used for alkylation. Hf(OTf)4 was the most active catalyst for this alkylation, and trifluoromethanesulfonic acid (triflic acid, TfOH) was also a good catalyst. The catalytic activity of metal triflates and TfOH increased in the order La(OTf)3 3 3 4. A mechanistic study was also performed. The reaction of 1-phenylethanol (4a) in the presence of Sc(OTf) 3 in nitromethane gave an equilibrium mixture of 4a and bis(1-phenylethyl) ether (54). Addition of a carbon nucleophile to the equilibrium mixture gave alkylated product in high yield.
PREPARATION OF ALKYLARYLCARBINOLS BY MONO-OXIDATION AT THE BENZYLIC POSITION USING 2,3-DICHLORO-5,6-DICYANOBENZOQUINONE (D.D.Q.)
Bouquet, M.,Guy, A.,Lemaire, M.,Guette, J. P.
, p. 1153 - 1158 (2007/10/02)
A new and convenient method for the preparation of alkylarylacetates and alkylarylcarbinols is described.Monooxidation at the benzylic position was performed using 2,3-dichloro-5,6-dicyanobenzoquinone (D.D.Q.) in acetic acid.Good yields of arylcarbinols were obtained under mild conditions.
