- Pd/C-catalyzed transfer hydrogenation of aromatic nitro compounds using methanol as a hydrogen source
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We describe the selective transfer hydrogenation of aromatic nitro compounds to anilines using Pd/C as a heterogeneous catalyst with methanol as a green reductant. Nitroarenes bearing both electron-releasing and electron-deficient groups are amenable to this method and enable the synthesis of corresponding arylamines in moderate to good selectivities including the synthesis of butamben, a local anesthictic drug molecule. This new concise protocol is simple, ligand-free and does not require the supply of external molecular hydrogen.
- Goyal, Vishakha,Sarki, Naina,Natte, Kishore,Ray, Anjan
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- PYRIDINE AND PYRIMIDINE DERIVATIVES AND THEIR USE IN TREATMENT, AMELIORATION OR PREVENTION OF INFLUENZA
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Provided herein is a compound of formula (I), optionally in the form of a pharmaceutically acceptable salt, solvate, polymorph, prodrug, codrug, cocrystal, tautomer, racemate, enantiomer,or diastereomer or mixture thereof, which is useful in treating, ameliorating or preventing influenza.
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Page/Page column 66
(2017/09/02)
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- PYRIMIDINE AND PYRIDINE DERIVATIVES AND USE IN TREATMENT, AMELIORATION OR PREVENTION OF INFLUENZA THEREOF
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Provided herein is a compound of formula (I), optionally in the form of a pharmaceutically acceptable salt, solvate, polymorph, prodrug, codrug, cocrystal, tautomer, racemate, enantiomer, or diastereomer or mixture thereof, which is useful in treating, ameliorating or preventing influenza.
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Page/Page column 178
(2017/12/28)
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- Highly selective transfer hydrogenation of functionalised nitroarenes using cobalt-based nanocatalysts
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Anilines are important feedstock for the synthesis of a variety of chemicals such as dyes, pigments, pharmaceuticals and agrochemicals. The chemoselective catalytic reduction of nitro compounds represents the most important and prevalent process for the manufacture of functionalized anilines. Consequently, the development of selective catalysts for the reduction of nitro compounds in the presence of other reducible groups is a major challenge and is crucial. In this regard, herein we show that the cobalt oxide (Co3O4-NGr@C) based nano-materials, prepared by the pyrolysis of cobalt-phenanthroline complexes on carbon constitute highly selective catalysts for the transfer hydrogenation of nitroarenes to anilines using formic acid as a hydrogen source. Applying these catalysts, a series of structurally diverse and functionalized nitroarenes have been reduced to anilines with unprecedented chemo-selectivity tolerating halides, olefins, aldehyde, ketone, ester, amide and nitrile functionalities.
- Jagadeesh, Rajenahally V.,Banerjee, Debasis,Arockiam, Percia Beatrice,Junge, Henrik,Junge, Kathrin,Pohl, Marga-Martina,Radnik, J?rg,Brückner, Angelika,Beller, Matthias
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supporting information
p. 898 - 902
(2015/03/04)
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- A mild, ferrocene-catalyzed C-H imidation of (hetero)arenes
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A simple method for direct C-H imidation is reported using a new perester-based self-immolating reagent and a base-metal catalyst. The succinimide products obtained can be easily deprotected in situ (if desired) to reveal the corresponding anilines directly. The scope of the reaction is broad, the conditions are extremely mild, and the reaction is tolerant of oxidizable and acid-labile functionality, multiple heteroatoms, and aryl iodides. Mechanistic studies indicate that ferrocene (Cp2Fe) plays the role of an electron shuttle in the decomposition of the perester reagent, delivering a succinimidyl radical ready to add to an aromatic system.
- Foo, Klement,Sella, Eran,Thomé, Isabelle,Eastgate, Martin D.,Baran, Phil S.
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supporting information
p. 5279 - 5282
(2014/05/06)
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- Efficient and highly selective iron-catalyzed reduction of nitroarenes
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Pyrolysis of iron-phenanthroline complexes supported on carbon leads to highly selective catalysts for the reduction of structurally diverse nitroarenes to anilines in 90-99% yields. Excellent chemoselectivity for the nitro group reduction is demonstrated.
- Jagadeesh, Rajenahally V.,Wienhoefer, Gerrit,Westerhaus, Felix A.,Surkus, Annette-Enrica,Pohl, Marga-Martina,Junge, Henrik,Junge, Kathrin,Beller, Matthias
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supporting information; experimental part
p. 10972 - 10974
(2011/10/31)
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- Palladium-catalyzed reduction of nitroaromatic compounds to the corresponding anilines
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Reduction of a variety of nitroaromaticcompoundswith triethylsilane in thepresence of catalytic amounts ofpalladium chloride in ethanol resulted in the formation of the corresponding anilines in excellent yields. Copyright
- Mirza-Aghayan, Maryam,Boukherroub, Rabah,Rahimifard, Mahshid,Bolourtchian, Mohammad
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experimental part
p. 477 - 480
(2010/09/09)
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- 1,2-Thiazines and Related Heterocycles. Part 5. Characterisation of some (N-Sulphinylamino)azines and their Cycloadducts with 1,4-Epoxy-1,4-dihydronaphthalenes and other Dienophiles
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A range of (N-sulphinylamino)azines has been synthesized and characterised, most for the first time.These heterocycles cycloadd as heterodienes to 1,4-epoxy-1,4-dihydronaphthalenes and similar electron-rich dienophiles through the sulphur atom of the sidechain and an ortho position of the azine ring.When the azine is unsymmetrically functionalised the cycloadditions are strongly periselective: 2-(N-sulphinylamino)pyridine reacts at the ring nitrogen, a preference that is not overturned by the introduction of steric hindrance; 3-(N-sulphinylamino)pyridine reacts at C-2 of the azine but addition may be diverted to C-4 by methylation at C-2.Regioselective additions to unsymmetrical dienophiles are also observed.
- Hanson, Peter,Wren, Stephen A. C.
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p. 2089 - 2097
(2007/10/02)
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- Studies on 1,3-Benzoxazines. II. New Rearrangement Modes in the Reaction of 4-Chloro-2,2-dimethyl-2H-1,3-benzoxazine with Substituted Pyridine N-Oxides
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New rearrangement modes in the reaction of 4-chloro-2,2-dimethyl-2H-1,3-benzoxazine (1) with various α- and/or γ-substituted pyridine N-oxides are described.The benzoxazine moiety was introduced into the side chain and/or β-position of the pyridine ring, in addition to the α-position.Possible mechanism of the reactions are discussed.Keywords - 1,3-benzoxazine; picoline N-oxide; lutidine N-oxide; imidoyl chloride; rearrangement.
- Wachi, Kazuyuki,Terada, Atsusuke
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p. 3020 - 3028
(2007/10/02)
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