- Copper-catalyzed synthesis of oxime ethers from iminoxy radical (C[dbnd]N–O[rad]) and maleimides via radical addition
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An efficient Cu(II)-catalyzed radical addition of maleimides has been achieved. The identified copper catalyst enables the formation of oxime radicals (N–O[rad]) by cleaving the O–H bond in ketoximes, followed by the radical addition to N-substituted male
- Han, Ziwei,Shen, Subo,Zheng, Feng,Hu, Han,Zhang, Jianmin,Zhu, Shizheng
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supporting information
(2019/09/30)
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- o-Phthalic Anhydride/Zn(OTf)2 co-catalyzed Beckmann rearrangement under mild conditions
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o-Phthalic anhydride/Zn(OTf)2 co-catalyzed Beckmann rearrangement was developed, producing the corresponding amide in up to 99% yield with acid-sensitive functionalities tolerated well, and the scale of the reaction could be enlarged to 77 mmol and the excellent yield was maintained. A successive procedure was developed. Moreover, the reaction was carried out at rt under nearly neutral conditions, and the workup was concise. These features illustrated the potential of the protocol in amide synthesis.
- Xu, Ze-Feng,Zhang, Teng,Hong, Wenjun
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supporting information
p. 3113 - 3117
(2019/05/08)
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- Divergent Iron-Catalyzed Coupling of O-Acyloximes with Silyl Enol Ethers
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An iron-catalyzed coupling reaction of O-acyloximes and O-benzoyl amidoximes with silyl enol ethers is reported. The protocol provides access to functionalized pyrroles, 1,6-ketonitriles, pyrrolines and imidazolines via carbon-centered radicals generated from an initially formed iminyl radical. The intramolecular cyclization and ring-opening processes of the iminyl radical take place preferentially over reactions that proceed through a 1,3-hydrogen transfer, providing insights into iron-catalyzed reactions with oxime derivatives. The cheap and environmentally friendly iron catalyst, the broad substrate scope and the functional group compatibility make this protocol useful for synthesis of valuable nitrogen-containing products.
- Yang, Hai-Bin,Selander, Nicklas
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supporting information
p. 1779 - 1783
(2017/02/15)
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- Fixation and recycling of nitrogen monoxide through carbonitrosation reactions
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The removal of nitrogen monoxide from gas streams through complexation to iron(ii) ions in aqueous dimethylsulfoxide can be combined with a new variant of the Meerwein arylation, which incorporates the previously complexed NO into organic compounds to give oximes as final products. The first step of this two-step process has been evaluated regarding the effectiveness of the NO absorption and the sensitivity of the aqueous iron(ii)-DMSO solution towards oxygen from air, in both cases in comparison with the known BioDeNOx process. The subsequent Meerwein arylation, which was designed with the intention to make use of nitrogen monoxide as the simplest nitrogen-centered radical scavenger, is shown to tolerate an exceptionally broad spectrum of substituents on the aromatic core of the diazonium salts including electron-donating as well as electron-withdrawing substituents. Under simple conditions the resulting oximes can be converted to racemic amino acid esters. This journal is the Partner Organisations 2014.
- De Salas, Cristina,Heinrich, Markus R.
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supporting information
p. 2982 - 2987
(2014/06/10)
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- Radical carbonitrosation and recycling of the waste gas nitrogen monoxide
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NO recycling! A new type of Meerwein arylation has been developed by using the most simple nitrogen-centered radical scavenger, nitrogen monoxide, and arenediazonium salts in the presence or absence of iron(II) sulfate. Owing to its low sensitivity toward
- De Salas, Cristina,Blank, Olga,Heinrich, Markus R.
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supporting information; experimental part
p. 9306 - 9310
(2011/10/09)
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- Isothiazole derivatives, process for the preparation thereof, and pharmaceutical composition including the same
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The present invention relates to an isothiazole derivative of the following formula 1 or nontoxic salt thereof: wherein, R1 is hydrogen, alkoxy group or halogen group; R2 is methyl or amino group. According to the present invention, isothiazole derivative or nontoxic salt thereof having antipyretic, analgesic and antiphlogistic activity and an improved side effect; process for the preparation thereof; and pharmaceutical composition including the same can be provided.
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Page/Page column 6
(2010/02/06)
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- ISOTHIAZOLE DERIVATIVES, PROCESS FOR THE PREPARATION THEREOF, AND PHARMACEUTICAL COMPOSITION INCLUDING THE SAME
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The present invention relates to an isothiazole derivative of the following formula 1 or nontoxic salt thereof: wherein, R1 is hydrogen, alkoxy group or halogen group; R2 is methyl or amino group. According to the present invention, isothiazole derivative or nontoxic salt thereof having antipyretic, analgesic and antiphlogistic activity and an improved side effect; process for the preparation thereof; and pharmaceutical composition including the same can be provided.
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- Asymmetric induction in the neber rearrangement of simple ketoxime sulfonates under phase-transfer conditions: Experimental evidence for the participation of an anionic pathway
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Phase-transfer catalysis has been successfully utilized for the Neber rearrangement of simple ketoxime sulfonates. For instance, treatment of (Z)-1a with p-toluenesulfonyl chloride (1.2 equiv), tetrabutylammonium bromide (5 mol %) and MeOH (10 equiv) in t
- Ooi, Takashi,Takahashi, Makoto,Doda, Kanae,Maruoka, Keiji
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p. 7640 - 7641
(2007/10/03)
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- 1-substituted, 3-carboxylic acid piperidine derivatives
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The present invention relates to therapeutically active azaheterocyclic compounds, a method of preparing the same and to pharmaceutical compositions comprising the compounds. The novel compounds are useful in treating a central nervous system ailment related to the GABA uptake.
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- BENZOPHENANTHRIDINES. X. INVESTIGATION OF THE RODIONOV-SUVOROV SCHEME. REDUCTIVE ACETYLATION OF THE OXIMES OF 3-ETHOXYCARBONYL-SUBSTITUTED 2-PHENYLTETRAL-1-ONES WITH STANNOUS CHLORIDE IN ACETIC ANHYDRIDE
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When treated with anhydrous stannous chloride in acetic anhydride, the oximes of benzyl phenyl ketone and 3-alkoxycarbonyl- and 3,3-dialkoxycarbonyl-2-phenyltetralones give a mixture of enamides and enimides.The direction of the reaction does not depend on the configuration of the oxime.It takes place in a more well-defined manner with the derivatives of 2-phenyltetralones used in the synthesis of benzophenanthridines by the Rodionov-Suvorov method.
- Maslennikova, L. V.,Sladkov, V. I.,Levina, I. I.,Kurkovskaya, L. N.,Suvorov, N. N.
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p. 2165 - 2170
(2007/10/02)
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