329776-71-8Relevant academic research and scientific papers
Decarbonylative Synthesis of Aryl Nitriles from Aromatic Esters and Organocyanides by a Nickel Catalyst
Iizumi, Keiichiro,Kurosawa, Miki B.,Isshiki, Ryota,Muto, Kei,Yamaguchi, Junichiro
supporting information, p. 1555 - 1559 (2020/11/10)
A decarbonylative cyanation of aromatic esters with aminoacetonitriles in the presence of a nickel catalyst was developed. The key to this reaction was the use of a thiophene-based diphosphine ligand, dcypt, permitting the synthesis of aryl nitrile without the generation of stoichiometric metal- or halogen-containing chemical wastes. A wide range of aromatic esters, including hetarenes and pharmaceutical molecules, can be converted into aryl nitriles.
Discovery of fused bicyclic agonists of the orphan G-protein coupled receptor GPR119 with in vivo activity in rodent models of glucose control
Semple, Graeme,Ren, Albert,Fioravanti, Beatriz,Pereira, Guillherme,Calderon, Imelda,Choi, Karoline,Xiong, Yifeng,Shin, Young-Jun,Gharbaoui, Tawfik,Sage, Carleton R.,Morgan, Michael,Xing, Charles,Chu, Zhi-Liang,Leonard, James N.,Grottick, Andrew J.,Al-Shamma, Hussein,Liang, Yin,Demarest, Keith T.,Jones, Robert M.
, p. 3134 - 3141 (2011/06/26)
We herein outline the design of a new series of agonists of the pancreatic and GI-expressed orphan G-protein coupled receptor GPR119, a target that has been of significant recent interest in the field of metabolism, starting from our prototypical agonist
FUSED-ARYL AND HETEROARYL DERIVATIVES AS MODULATORS OF METABOLISM AND THE PROPHYLAXIS AND TREATMENT OF DISORDERS RELATED THERETO
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Page 255-256, (2008/06/13)
The present invention relates to certain fused aryl and heteroaryl derivatives of Formula (I) that are modulators of metabolism. Accordingly, compounds of the present invention are useful in the prophylaxis or treatment of metabolic disorders and complica
Substituent effects on the base-catalysed hydrolysis of phenyl esters of para-substituted benzoic acids
Bauerova, Ingrid,Ludwig, Miroslav
, p. 1777 - 1790 (2007/10/03)
Seventeen model phenyl esters of 4-substituted benzoic acids were synthesised by the reaction of substituted benzoyl chlorides with phenol in aqueous alkaline solutions (Schotten-Baumann reaction), in pyridine (Einhorn reaction), or by the reaction of substituted benzoic acids with phosphorus oxychloride. Structures and purity of the model compounds were confirmed by 1H NMR and 13C NMR spectroscopy as well as by HPLC and elemental analysis. Phenyl 4-aminobenzoate was synthesised by reduction of phenyl 4-nitrobenzoate in methanol on palladium. Kinetics of base-catalysed hydrolysis of model phenyl esters occurring by the BAc2 mechanism were measured by UV spectrophotometry in 50% (v/v) aqueous dimethyl sulfoxide solutions at 25°C under pseudo-first-order conditions, (c[NaOH] = 0.001-1.0 mol l-1). The addition of OH- to phenyl benzoates was used to establish the kinetic J-E acidity scale. Linear relation between J-E and log kobs with the slope near unity was found for all the model compounds. The kinetic constants of hydrolysis of phenyl esters of 4-substituted benzoic acids precisely obey the Hammett relationship (σp) with ρ = 2.44. Quantitatively comparable results have been obtained by application of Alter-native Interpretation of Substituent Effects theory (AISE) using the σi set of substituent constants.
