76019-86-8Relevant articles and documents
BIARYL PYRAZOLES AS NRF2 REGULATORS
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Page/Page column 530; 531, (2017/08/01)
The present invention relates to biaryl pyrazole compounds, methods of making them, pharmaceutical compositions containing them and their use as NRF2 regulators.
Base-Metal-Catalyzed Regiodivergent Alkene Hydrosilylations
Du, Xiaoyong,Zhang, Yanlu,Peng, Dongjie,Huang, Zheng
, p. 6671 - 6675 (2016/06/08)
A complementary set of base metal catalysts has been developed for regiodivergent alkene hydrosilylations: iron complexes of phosphine-iminopyridine are selective for anti-Markovnikov hydrosilylations (linear/branched up to >99:1), while the cobalt complexes bearing the same type of ligands provide an unprecedented high level of Markovnikov selectivity (branched/linear up to >99:1). Both systems exhibit high efficiency and wide functional group tolerance. Regiodivergent alkene hydrosilylation has been accomplished with high efficiency using a newly developed set of complementary base metal catalyst systems. An inversion of regioselectivity (linear/branched) from >99:1 to 1:99 is obtained when the iron version of the catalyst is exchanged for a cobalt-containing analogue.
Efficient and selective hydrosilylation of carbonyl compounds catalyzed by iron acetate and N-hydroxyethylimidazolium salts
Buitrago, Elina,Tinnis, Fredrik,Adolfsson, Hans
supporting information; experimental part, p. 217 - 222 (2012/03/27)
Aromatic aldehydes, along with aryl alkyl, heteroaryl alkyl, and dialkyl ketones were efficiently reduced to their corresponding primary and secondary alcohols, respectively, in high yields, using the commercially available and inexpensive polymeric silane, polymethylhydrosiloxane (PMHS), as reducing agent. The reaction is catalyzed by in situ generated iron complexes containing hydroxyethyl-functionalized NHC ligands. Turnover frequencies up to 600 h-1 were obtained.
Selective hydrosilylation of ketones catalyzed by in situ -generated iron NHC complexes
Buitrago, Elina,Zani, Lorenzo,Adolfsson, Hans
experimental part, p. 748 - 752 (2012/01/05)
Aryl alkyl-, heteroaryl alkyl- and dialkyl ketones were readily reduced to their corresponding secondary alcohols in high yields, using the commercially available and inexpensive polymeric silane polymethylhydrosiloxane (PMHS), as reducing agent. The reaction is catalyzed by an in situ-generated iron complex, conveniently generated from iron(II) acetate and the commercially available N-heterocyclic carbene (NHC) precursor IPr·HCl.
Iridium nanoparticles prepared in ionic liquids: An efficient catalytic system for the hydrogenation of ketones
Fonseca, Gledison S.,Scholten, Jackson D.,Dupont, Jairton
, p. 1525 - 1528 (2007/10/03)
Ir(0) nanoparticles with 2.3 ± 0.4 nm in diameter prepared by simple reduction of [Ir(cod)Cl]2 in 1-n-butyl-3-methylimidazolium hexafluorophosphate ionic liquid constitute a simple, efficient and recyclable catalytic system for the solventless or biphasic hydrogenation of ketones under mild reaction conditions.
Preferential catalytic hydrogenation of aromatic compounds versus ketones with a palladium substituted polyoxometalate as pre-catalyst
Kogan, Vladimir,Aizenshtat, Zeev,Neumann, Ronny
, p. 272 - 274 (2007/10/03)
A palladium-substituted polyoxometalate having a Keggin structure, supported on γ-alumina or active carbon, was used as a catalyst precursor for catalytic hydrogenation. The catalyst system enabled fast hydrogenation of arenes at 30 bar H2 and 230°C. Most interesting was the finding that arenes could be selectively reduced in the presence of distal ketone groups under similar conditions, 30 bar H2 and 200°C. For example, 1-phenyl-2-propanone yielded 1-cyclohexyl-2-propanone with no reduction of the ketone moiety. Additionally, aromatic compounds with vicinal (conjugated) ketone moieties underwent complete hydrogenation to saturated hydrocarbons and catalytic McMurry coupling was observed for aliphatic aldehydes.
Inhibitors of protein isoprenyl transferases
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, (2008/06/13)
Compounds having the formula STR1or a pharmaceutically acceptable salt thereof wherein R 1 is (a) hydrogen, (b) loweralkyl, (c) alkenyl, (d) alkoxy, (e) thioalkoxy, (f) halo, (g) haloalkyl, (h) aryl-L 2 --, and (i) heterocyclic-L 2 --; R 2 is selected from STR2(b) --C(O)NH--CH(R 14)--C(O)OR 15, STR3(d) --C(O)NH--CH(R 14)--C(O)NHSO 2 R 16, (e) --C(O)NH--CH(R 14)-tetrazolyl, (f) --C(O)NH-heterocyclic, and (g) --C(O)NH--CH(R 14)--C(O)NR 17 R 18 ; R 3 is heterocyclic, aryl, substituted or unsubstituted cycloalkyl; R 4 is hydrogen, lower alkyl, haloalkyl, halogen, aryl, arylakyl, heterocyclic, or (heterocyclic)alkyl; L 1 is absent or is selected from (a) --L 4 --N(R 5)--L 5 --, (b) --L 4 --O--L 5 --, (c) --L 4 --S(O) n --L 5 -- (d) --L 4 --L 6 --C(W)--N(R 5)--L 5 --, (e) --L 4 --L 6 --S(O)m--N(R 5)--L 5 --, (f) --L 4 --N(R 5)--C(W)--L 7 --L 5 --, (g) --L 4 --N(R 5)--S(O) p --L 7 --L 5 --, (h) optionally substituted alkylene, (i) optionally substituted alkenylene, and (j) optionally substituted alkynylene are inhibitors of protein isoprenyl transferases. Also disclosed are protein isoprenyl transferase inhibiting compositions and a method of inhibiting protein isoprenyl transferases.
Chiral vinyl dioxazaborocines in synthesis: Asymmetric cuprate additions to β-boronyl acrylates and vinyl sulfones
Farthing, Christopher N.,Marsden, Stephen P.
, p. 4235 - 4238 (2007/10/03)
The first examples of the addition of organometallic reagents to electron deficient boron-substituted olefins are reported. Thus, copper catalysed addition of Grignard reagents to chiral acryloyl and vinysulfonyl dioxazaborocines, followed by oxidative re
Regioselective Reduction of 2,3-Epoxy Alcohol Derivatives. An Efficient Route to Enantiomerically Pure 2-Alkanols
Chong, J. Michael
, p. 33 - 36 (2007/10/02)
Reduction of 2,3-epoxy tosylates with DIBAL-H provides high yields of 2-alkanols. Key words: 2,3-epoxy tosylate; regioselective reduction; enantiomerically pure; 2-alkanol
Alkane Functionalization on a Preparative Scale by Mercury-Photosensitized Cross-Dehydrodimerization
Brown, Stephen H.,Crabtree, Robert H.
, p. 2946 - 2953 (2007/10/02)
Alkanes can be functionalized with high conversions and in high chemical and quantum yields on a multigram scale by mercury-photosensitized reaction between an alkane and alcohols, ethers, or silanes to give homodimers and cross-dehydrodimers.The separation of the product mixtures is often particulary easy because of a great difference in polarity of the homodimers and cross-dimers.It is also possible to bias the product composition when the ratio of the components in the vapor phase is adjusted by altering the liquid composition.This is useful either to maximize chemical yield or to ease separation by favoring the formation of the most easily separated pair of compounds.The mechanistic basis of the reaction is discussed and a number of specific types of syntheses, for example of 2,2-disubstituted carbinols, are described in detail.The selectivity of cross-dimerization is shown to exceed that for homodimerization and reasons are discussed.Relative reactivities of different compounds and classes of compound are MeOHp-dioxanecyclohexane1,3,5-trioxacyclohexaneethanolisobutaneTHFEt3SiH.The observed selectivities generally parallel those for homodimerization, reported in the preceding paper, but certain differences are noted, and reasons for the differences are proposed.The bond-dissociation energy of Et3SiH is estimated from the reactivity data to be 90 kcal/mol.Eleven new carbinols are synthesized.