37456-29-4Relevant academic research and scientific papers
Iridium-Catalyzed C(sp3)?H Addition of Methyl Ethers across Intramolecular Carbon–Carbon Double Bonds Giving 2,3-Dihydrobenzofurans
Ohmura, Toshimichi,Kusaka, Satoshi,Torigoe, Takeru,Suginome, Michinori
supporting information, p. 4448 - 4453 (2019/09/16)
Intramolecular addition of an O-methyl C(sp3)?H bond across a carbon-carbon double bond occurs in the iridium-catalyzed reaction of methyl 2-(propen-2-yl)phenyl ethers. The Ir/(S)-DTBM-SEGPHOS catalyst promotes the reaction efficiently in toluene at 110–135 °C to afford 3,3-dimethyl-2,3-dihydrobenzofurans. Enantioselective C(sp3)?H addition is achieved in the reaction of methyl 2-(1-siloxyethenyl)phenyl ethers, affording enantioenriched 3-hydroxy-2,3-dihydrobenzofuran derivatives with up to 96% ee. (Figure presented.).
Asymmetric Catalysis with Iron-Salen Complexes
Shaw, Subrata,White, James D.
, p. 2768 - 2780 (2016/08/31)
Iron(III)-salen complexes based on a chiral cis-2,5-diaminobicyclo[2.2.2]octane scaffold are used as catalysts for a variety of stereo selective reactions. High enantio- and diastereoselectivities can be achieved with these catalysts in sulfa-Michael conjugate addition to acyclic α,β-unsaturated ketones, in regioselective δ-addition of thiols to acyclic α,β,γ,δ-unsaturated ketones, and in Conia-ene carbocyclization of alkynyl-substituted β-dicarbonyl compounds. The use of these chiral iron-salen complexes as catalysts provides a new method for conducting these three important reactions under environmentally sustainable conditions.
A new iron(III)-salen catalyst for enantioselective Conia-ene carbocyclization
Shaw, Subrata,White, James. D.
, p. 13578 - 13581 (2015/02/05)
A chiral iron(III)-salen complex based on a cis-2,5-diaminobicyclo[2.2.2]octane scaffold catalyzes asymmetric Conia-ene-type cyclization of α-functionalized ketones containing an unactivated terminal alkyne and produces an exo-methylenecycloalkane possess
Practical preparation of chiral keto-imine type ONO Schiff base ligands
Dhayalan, Vasudevan,Murakami, Ryo,Hayashi, Masahiko
, p. 543 - 547 (2013/06/27)
A practical preparation of chiral keto-imine type ONO Schiff base ligands has been reported. Metal complexes of these Schiff bases work as efficient chiral catalysts in a variety of asymmetric reactions.
One-pot synthesis of 3,4-disubstituted coumarins under catalysis of Mn 3O4 nanoparticles
Sun, Huayin,Zhang, Yonghui,Guo, Fengfeng,Yan, Yizhe,Wan, Changfeng,Zha, Zhenggen,Wang, Zhiyong
supporting information; experimental part, p. 480 - 483 (2012/03/09)
The one-pot synthesis of 3,4-disubstituted coumarins from substituted 2-(hydroxymethyl)phenols with β-keto esters catalyzed by Mn 3O4 nanoparticles was developed. A series of 3,4-disubstituted coumarin derivatives were obtained in good yields. A new method for the one-pot synthesis of 3,4-disubstituted coumarins from substituted 2-(hydroxymethyl)phenols with β-keto esters catalyzed by Mn 3O4 nanoparticles has been developed. A series of 3,4-disubstituted coumarin derivatives were synthesized from substituted 2-(hydroxymethyl)phenols and β-keto esters in good yields. Copyright
Phenolate and phenoxyl radical complexes of Cu(ii) and Co(iii), bearing a new redox active N,O-phenol-pyrazole ligand
Zats, Galina M.,Arora, Himanshu,Lavi, Ronit,Yufit, Dmitry,Benisvy, Laurent
scheme or table, p. 10889 - 10896 (2011/11/29)
The synthesis and characterisation of the new N,O-phenol-pyrazole pro-ligand, pzLH, comprising a pyrazole covalently linked to an o,p-di-tert-butyl-substituted phenol, are herein reported. In CH 2Cl2 at room temperature, the cyclic voltammogram (CV) of pzLH exhibits a quasi-reversible one-electron oxidation process (at E1/2 = 0.66 V vs. Fc+/Fc) attributed to the formation of the phenoxyl radical cation [pzLH]+. pzLH reacts with MII(BF4)2 (M = Cu, Co) in a 2:1 ratio to afford the bis-CupzL2 (1) and tris-Co pzL3 (2) complexes respectively. The X-ray structure of 1 reveals a Cu(ii) ion in a square-planar trans-CuII-N 2O2 coordination environment whereas that of 2 consists of a Co(iii) ion with an octahedral mer-N3O3 coordination sphere; formed by the chelation of two (in 1) or three (in 2) N,O-bidentate phenolate ligands respectively. Both structures are preserved in CH 2Cl2 solution, as revealed by their NMR (for 2) and EPR (for 1) data. The CVs of 1 and 2 consist of two (at E1/2: 0.43 and 0.58 V vs. Fc+/Fc) and three (E1/2 = 0.12, 0.54 and 0.89 V vs. Fc+/Fc) reversible one-electron oxidation processes, respectively. The one-electron electrochemical oxidation of 1 and 2 produces the oxidised species, 1+ and 2+, which are stable for several hours at room temperature under inert atmosphere in CH2Cl 2. The UV/vis and EPR data obtained for 1+ and 2 + are unambiguously consistent with the latter being formulated as Cu(ii)- and Co(iii)-phenoxyl radical complexes, as [CuII( pzL)(pzL)]+ and [CoIII( pzL)(pzL)2]+ respectively.
Convenient and efficient method for the obtainment of ketones from highly hindered aromatic N,N-dimethyl-amides
Jimenez, Claudio A.,Belmar, Julio B.
, p. 2391 - 2397 (2008/02/10)
A simple and efficient procedure to synthesize highly hindered alkyl aryl ketones that involves the coupling of N,N-dimethyl-3,5-di-tert-butylsalicylamide with organolithium compounds is described. Mild reaction conditions and good to excellent yields of the products are the noteworthy advantages of the procedure. Copyright Taylor & Francis Group, LLC.
Non-metallocene compounds, method for the production thereof and use of the same for the polymerisation of olefins
-
, (2008/06/13)
The invention relates to a method for producing special transition metal compounds, to novel transition metal compounds and to the use of the same for the polymerisation of olefins.
Asymmetric Syntheses of 2-(1-Aminoethyl)phenols
Kuendig, E. Peter,Botuha, Candice,Lemercier, Gilles,Romanens, Patrick,Saudan, Lionel,Thibault, Sylvie
, p. 561 - 579 (2007/10/03)
Three different routes were probed for the synthesis of enantiomerically enriched 2-(1-aminoethyl)phenols and their methyl ethers. The first route centers on diastereoselective nucleophile addition to chiral imines. The second route has as key steps the enantioselective reduction of a ketone followed by nucleophilic substitution, and the third route involves a diastereoselective imine reduction. The efficiency of the approach depends on the substrate substitution pattern. All three methods work well for the parent compound 2-(1-aminoethyl)phenol (1) but the third route is the most efficient, providing the compound with >96% enantiomer excess in three steps with an overall yield of 71%. Conversely, for the ortho-methyl analogue 2, the first method is best. For the t-Bu-substituted analogue 3, only moderate enantiomeric enrichment was achieved.
Novel (2E,4E,6Z)-7-(2-alkoxy-3,5-dialkylbenzene)-3-methylocta-2,4,6-trienoic acid retinoid X receptor modulators are active in models of type 2 diabetes
Michellys,Ardecky,Chen,Crombie,Etgen,Faul,Faulkner,Grese,Heyman,Karanewsky,Klausing,Leibowitz,Liu,Mais,Mapes,Marschke,Reifel-Miller,Ogilvie,Rungta,Thompson,Tyhonas,Boehm
, p. 2683 - 2696 (2007/10/03)
Previous data have shown that RXR-selective agonists (e.g., 3 and 4) are insulin sensitizers in rodent models of non-insulin-dependent diabetes mellitus (NIDDM). Unfortunately, they also produce dramatic increases in triglycerides and profound suppression
