- First Total Synthesis of 7-Isovaleryloxy-8-methoxygirinimbine
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We describe the first total synthesis of the pyrano[3,2- a ]carbazole alkaloid 7-isovaleryloxy-8-methoxygirinimbine, using a palladium(II)-catalyzed double C-H-bond activation for construction of the carbazole framework and a phenylboronic acid catalyzed
- Brütting, Christian,Schmidt, Arndt W.,Kataeva, Olga,Kn?lker, Hans-Joachim
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- An Oxidative Dearomatization Approach to Tetrodotoxin via a Masked ortho-Benzoquinone
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Progress toward a stereoselective synthesis of tetrodotoxin (TTX) is presented. Oxidative dearomatization of a tetrasubstituted guaiacol arene yielded a masked ortho-benzoquinone that intercepted an acyl nitroso species generated in situ by the copper-cat
- Robins, Jacob G.,Johnson, Jeffrey S.
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p. 559 - 563
(2022/01/20)
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- Redox-Neutral Coupling between Two C(sp3)?H Bonds Enabled by 1,4-Palladium Shift for the Synthesis of Fused Heterocycles
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The intramolecular coupling of two C(sp3)?H bonds to forge a C(sp3)?C(sp3) bond is enabled by 1,4-Pd shift from a trisubstituted aryl bromide. Contrary to most C(sp3)?C(sp3) cross-dehydrogenative couplings, this reaction operates under redox-neutral conditions, with the C?Br bond acting as an internal oxidant. Furthermore, it allows the coupling between two moderately acidic primary or secondary C?H bonds, which are adjacent to an oxygen or nitrogen atom on one side, and benzylic or adjacent to a carbonyl group on the other side. A variety of valuable fused heterocycles were obtained from easily accessible ortho-bromophenol and aniline precursors. The second C?H bond cleavage was successfully replaced with carbonyl insertion to generate other types of C(sp3)-C(sp3) bonds.
- Rocaboy, Ronan,Anastasiou, Ioannis,Baudoin, Olivier
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supporting information
p. 14625 - 14628
(2019/09/16)
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- Activation of grubbs-hoveyda second-generation catalysts employing aromatic ligands bearing a widespread aryl substituent
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In this study, an activation strategy for Grubbs-Hoveyda second-generation-type catalysts by utilizing the intramolecular steric strain on the ligands is described. The variant, which is expected to exhibit intramolecular steric strain, containing extensively spread aromatic and alkoxy groups in the ligand structure was prepared and examined. The combination of tricyclic anthracenyl and isopropoxy groups are observed to exhibit the highest catalytic activity among these synthetic catalysts. The activated catalyst was successfully used in a ring-closing metathesis reaction depicting a catalyst loading of the order of 20 mol ppm in dry benzene. The X-ray crystallographic analysis suggests the existence of an intramolecular CH/π interaction between the sp2 carbon of the anthracenyl group and the methyne hydrogen of the isopropoxy group.
- Kobayashi, Yuki,Igarashi, Rina,Ishikawa, Yuta,Inukai, Sae,Shimowaki, Kento,Sugiyama, Yuya,Shioiri, Takayuki,Matsugi, Masato
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p. 806 - 822
(2019/04/26)
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- A Mild meta-Selective C–H Alkylation of Catechol Mono-Ethers
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Catechol mono-ethers are an important class of phenols. They are found in a number of pharmaceuticals, flavoring agents, perfumes, and are used for the preparation of numerous drugs. Herein, we report a mild meta-selective C–H alkylation of these phenols, which is enabled by a cascade of oxidative dearomatization – radical addition – rearomatization process. The method is compatible with reactive functional groups on the parent arenol, such as olefins and halides. Primary, secondary, and teriary alkyl groups can be used, the source of which is most commonly an alkylborane. This process is operationally simple, does not require heating and generally proceeds in good yields.
- Vitaku, Edon,Njardarson, Jon T.
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supporting information
p. 3679 - 3683
(2016/08/16)
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- NOVEL SUBSTITUTED INDOLE DERIVATIVES AS GAMMA SECRETASE MODULATORS
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The present invention is concerned with novel substituted indole derivatives of Formula (I) wherein R1, R2, R3, A1, A2, A3, Y and X have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.
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Page/Page column 65
(2013/03/26)
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- COMPOUNDS
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The present invention relates to novel compounds having pharmacological activity, processes for their preparation, pharmaceutical compositions containing them and their use in the treatment of various disorders.
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- COMPOUNDS AS AGONISTS OF S1P1 RECEPTORS
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Compounds of formula (I), processes for their preparation, pharmaceutical compositions containing them and their use in the treatment of diseases mediated by S1P1 receptors.
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- PHARMACEUTICAL COMPOUNDS
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The invention relates to a series of compounds with particular activity as inhibitors of the serine-threonine kinase AKT. Also provided are pharmaceutical compositions comprising same as well as methods for treating cancer.
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Page/Page column 93-94
(2011/04/19)
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- 5-ALKYL/ALKENYL-3-CYANOPYRIDINES AS KINASE INHIBITORS
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Described herein are compounds of formula I: wherein G is and pharmaceutically acceptable salts thereof, wherein J, X, R1, R2, R11, R12' and p are as defined herein. Also provided herein are methods of making the compounds of formula I, and methods of using these compounds for inhibiting or treating a pathological condition or disorder linked to or mediated by a protein kinase in a mammal.
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Page/Page column 161-162
(2009/07/17)
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- Substituted biaryl compounds as factor XIa inhibitors
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The present invention provides compounds of Formula (I): or a stereoisomer, tautomer, pharmaceutically acceptable salt or solvate form thereof, wherein the variables A, L, Z, R3, and ring B are as defined herein. The compounds of Formula (I) ar
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Page/Page column 31
(2008/06/13)
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- 2-(2-HYDROXYBIPHENYL-3-YL)-1H-BENZOIMIDAZOLE-5-CARBOXAMIDINE DERIVATIVES AS FACTOR VIIA INHIBITORS
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The present invention relates to novel inhibitors of Factors VIIa, IXa, Xa, XIa, in particular Factor VIIa, pharmaceutical compositions comprising these inhibitors, and methods for using these inhibitors for treating or preventing thromboembolic disorders, cancer or rheumatoid arthritis. Processes for preparing these inhibitors are also disclosed.
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- Identification of a pharmacophore for thrombopoietic activity of small, non-peptidyl molecules. 1. Discovery and optimization of salicylaldehyde thiosemicarbazone thrombopoietin mimics
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High-throughput screening has resulted in the discovery of thiosemicarbazone thrombopoietin mimics. A shared pharmacophore hypothesis between this series and a previously identified class, the pyrazol-4-ylidenehydrazines, led to the rapid optimization of
- Duffy, Kevin J.,Shaw, Anthony N.,Delorme, Evelyne,Dillon, Susan B.,Erickson-Miller, Connie,Giampa, Leslie,Huang, Yifang,Keenan, Richard M.,Lamb, Peter,Liu, Nannan,Miller, Stephen G.,Price, Alan T.,Rosen, Jon,Smith, Heather,Wiggall, Kenneth J.,Zhang, Lihua,Luengo, Juan I.
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p. 3573 - 3575
(2007/10/03)
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- 1,3-dibromo-5,5-dimethylhydantoin, a useful reagent for aromatic bromination
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1,3-dibromo-5,5-dimethylhydantoin (DBDMH) is a useful and easy to handle reagent for bromination of various aromatic derivatives substituted with electron donating groups. In the presence of trimethylsilyltrifluoromethanesulfonate, DBDMH showed increased reactivity, and in one case, the reaction followed another pathway, suggesting an alternative mechanism.
- Chassaing, Christophe,Haudrechy, Arnaud,Langlois, Yves
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p. 4415 - 4416
(2007/10/03)
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- Benzopyran compounds, derivatives of prostaglandins
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Novel compounds of the following general formula: STR1
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