125670-61-3Relevant academic research and scientific papers
Iridium-Catalyzed α-Methylation of α-Aryl Esters Using Methanol as the C1 Source
Tsukamoto, Yuya,Itoh, Satoshi,Kobayashi, Masaki,Obora, Yasushi
, p. 3299 - 3303 (2019)
IrCl(cod)2]/dppe-catalyzed α-methylation of aryl esters using methanol as the C1 source was developed. This methylation process is useful in several fields including organic chemistry, biochemistry, and medicinal chemistry. Readily available methanol as methylation reagent was successfully adapted. The reaction processed high atom economy and efficient. By applying the reaction system, the synthesis method of naproxen was provided.
Efficient palladium-catalyzed synthesis of 2-aryl propionic acids
Neumann, Helfried,Sergeev, Alexey G.,Spannenberg, Anke,Beller, Matthias
, (2020/09/16)
A flexible two-step, one-pot procedure was developed to synthesize 2-aryl propionic acids including the anti-inflammatory drugs naproxen and flurbiprofen. Optimal results were obtained in the presence of the novel ligand neoisopinocampheyldiphenylphosphine (NISPCPP) (9) which enabled the efficient sequential palladium-catalyzed Heck coupling of aryl bromides with ethylene and hydroxycarbonylation of the resulting styrenes to 2-aryl propionic acids. This cascade transformation leads with high regioselectivity to the desired products in good yields and avoids the need for additional purification steps.
Stereodivergent coupling of aldehydes and alkynes via synergistic catalysis using Rh and Jacobsen's amine
Cruz, Faben A.,Dong, Vy M.
supporting information, p. 1029 - 1032 (2017/05/15)
We report an enantioselective coupling between α-branched aldehydes and alkynes to generate vicinal quaternary and tertiary carbon stereocenters. The choice of Rh and organocatalyst combination allows for access to all possible stereoisomers with high enantio-, diastereo-, and regioselectivity. Our study highlights the power of catalysis to activate two common functional groups and provide access to divergent stereoisomers and constitutional structures.
Stereodivergent Coupling of Aldehydes and Alkynes via Synergistic Catalysis Using Rh and Jacobsen's Amine
Cruz, Faben A.,Dong, Vy M.
supporting information, p. 1029 - 1032 (2021/09/04)
We report an enantioselective coupling between α-branched aldehydes and alkynes to generate vicinal quaternary and tertiary carbon stereocenters. The choice of Rh and organocatalyst combination allows for access to all possible stereoisomers with high ena
Ni-catalyzed activation of α-chloroesters: a simple method for the synthesis of α-arylesters and β-hydroxyesters
Durandetti, Muriel,Gosmini, Corinne,Périchon, Jacques
, p. 1146 - 1153 (2007/10/03)
Coupling reactions of α-chloroesters with aryl halides (α-arylation) or carbonyl compounds (Reformatsky) using nickel catalyst allow, under mild conditions, the preparation of various functionalized aryl propionic acid derivatives or β-hydroxyesters. In the synthesis of aryl propionic acid derivatives, the process is efficient with aryl halides bearing either electron-withdrawing or electron-donating groups.
1,2-asymmetric induction in the conjugate addition of organocopper reagents to γ-aryl α,β-unsaturated carbonyl derivatives
Chounan, Yukiyasu,Ono, Yasuo,Nishii, Shinji,Kitahara, Haruo,Ito, Shoei,Yamamoto, Yoshinori
, p. 2821 - 2831 (2007/10/03)
The diastereoselectivity in the conjugate addition of organocopper reagents to γ-aryl α,β-unsaturated carbonyl derivatives 8-14 was investigated. The syn-diastereoselectivity was obtained irrespective of the reagents type in the addition of 8, while the anti-diastereoselectivity was obtained in the addition of 10-14 with RCu and RCu(CN)Li (R=Me and Bu) and the syn-selectivity was produced in the addition of 10-14 with R2CuLi and R2Cu(CN)Li2. The reagent controlled and substrate dependent diastereoselectivity are explained by two different reaction pathways: either π-complex formation or ordinary nucleophilic addition. Reduction potentials of the Michael acceptors and electron donating ability of organocopper reagents control the reaction pathway. (C) 2000 Elsevier Science Ltd.
Oxadiazole benzenesulfonamides as selective beta 3 Agonist for the treatment of Diabetes and Obesity
-
, (2008/06/13)
Oxadiazole substituted benzenesulfonamides are selective beta 3 adrenergic receptor agonists with very little beta 1 and beta 2 adrenergic receptor activity and as such the compounds are capable of increasing lipolysis and energy expenditure in cells. The
Nickel-catalyzed direct electrochemical cross-coupling between aryl halides and activated alkyl halides
Durandetti, Muriel,Nedelec, Jean-Yves,Perichon, Jacques
, p. 1748 - 1755 (2007/10/03)
The electrochemical reduction of a mixture of aryl halides and activated alkyl halides in DMF in the presence of catalytic amount of NiBr2bipy leads to cross-coupling products in good to high yields. The method applies to the synthesis of α-aryl ketones, α-aryl esters, and allylated compounds from readily available organic halides. Optimization of the process has been obtained by slowly adding the most reactive organic halide (usually the activated alkyl halide) during the electrolysis which is best conducted at 70 °C when aryl bromides are involved.
Nickel-catalysed Electroreductive Coupling of α-Halogenoesters with Aryl or Vinyl Halides
Conan, Annie,Sibille, Soline,d'Incan, Esther,Perichon, Jacques
, p. 48 - 49 (2007/10/02)
β,γ-Unsaturated esters are obtained in moderate to good yields by a one-step electrochemical procedure from α-chloroesters and aryl or vinyl halides; a sacrificial aluminium anode, dimethylformamide as solvent, and a catalytic amount of nickel bromide-2,2'-bipyridine complex are used.
