- HETEROCYCLIC CARBOXYLIC ACID AMIDE LIGAND AND APPLICATIONS THEREOF IN COPPER CATALYZED COUPLING REACTION OF ARYL HALOGENO SUBSTITUTE
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Provided are a heterocyclic carboxylic acid amide ligand and applications thereof in a copper catalyzed coupling reaction. Specifically, provided are uses of a compound represented by formula (I), definitions of radical groups being described in the specifications. The compound represented by formula (I) can be used as the ligand in the copper catalyzed coupling reaction of the aryl halogeno substitute, and is used or catalyzing the coupling reaction for forming the aryl halogeno substitute having C—N, C—O, C—S and other bonds.
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Paragraph 0293-0294
(2019/05/15)
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- A Class of Amide Ligands Enable Cu-Catalyzed Coupling of (Hetero)aryl Halides with Sulfinic Acid Salts under Mild Conditions
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The amide derived from 4-hydroxy-l-proline and 2,6-dimethylaniline is a powerful ligand for Cu-catalyzed coupling of (hetero)aryl halides with sulfinic acid salts, allowing the formation of a wide range of (hetero)aryl sulfones from the corresponding (hetero)aryl halides at considerably low catalytic loadings. The coupling of (hetero)aryl iodides and sodium methanesulfinate proceeds at room temperature with only 0.5 mol % CuI and ligand, representing the first example for Cu-catalyzed arylation at both low catalytic loading and room temperature.
- Zhao, Jinlong,Niu, Songtao,Jiang, Xi,Jiang, Yongwen,Zhang, Xiaojing,Sun, Tiemin,Ma, Dawei
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p. 6589 - 6599
(2018/05/31)
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- The unexpected formation of a 2,2′-DI(N-ethyl-acetamino)substituted diphenyl disulfane on oxidation of 3-ethyl-2-methylbenzothiazolium tetrafluoroborate
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Attempts at the oxidation of 3-ethyl-2-methylbenzothiazolium salt 2 with a variety of oxidizing reagents did not lead to the desired isochiral S-oxide 3 or achiral S,S-dioxide 4, in some cases, however, unexpectedly to the ring-opened dimeric 2,2′-di(N-ethyl-acetamino)substituted diphenyl disulfane 5, the molecular structure of which was confirmed by x-ray analysis. The synthesis of 2-methylbenzothiazole-S,S-dioxide 14, reported by Zincke et al. in 1915, turned out to be not reproducible.
- Reichardt, Christian,Erfurt, Hans-Peter,Harms, Klaus
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p. 1081 - 1092
(2007/10/03)
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- Endocyclic Nucleophilic Substitution at Tetracoordinate Sulfur(VI)
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A search for endocyclic nucleophilic substitution at tetracoordinate sulfur(VI), usually sulfonyl sulfur, was carried out through the use of molecules so constructed that any intramolecular substitution process was forced to proceed through four-, five-,
- Andersen, Kenneth K.,Chumpradit, Sumalee,McIntyre, Debra J.
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p. 4667 - 4675
(2007/10/02)
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- FUNCTIONAL GROUP OXIDATION USING SODIUM PERBORATE
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Sodium perborate in acetic acid is an effective reagent for the oxidation of anilines to nitroarenes and of sulphides to either sulphoxides or sulphones.It is also an excellent reagent for the oxidative deprotection of ketone dimethylhydrazones.Baeyer-Villiger oxidation of ketones can be carried out with sodium perborate in either trifluoroacetic acid or acetic acid/trifluoroacetic acid mixtures, and hydroquinones and certain highly substituted phenols are smoothly converted into quinones.
- McKillop, Alexander,Tarbin, Jonathan A.
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p. 1753 - 1758
(2007/10/02)
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- On the Structure of Claasz's Sulfurylindoxyl
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On chemical, IR and 1H NMR spectroscopic evidences the structure of the so-called sulfurylindoxyl was found to be 2-aminophenyl methyl sulfone (4) and not the benzothiazoline-1,1-dioxide (7) claimed by Claasz.Contrary to data in the literature the title compound gives only one sort of monoaceyl derivatives: 2-acetamidophenyl methyl sulfone (10).An unambiguous synthesis of 3-acetylbenzothiazoline-1,1-dioxide (8) is presented. - Key words: 2-Aminophenyl Methyl Sulfone, Benzothiazoline-1,1-dioxide, Benzothiazoline
- Somogyi, Laszlo
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p. 838 - 840
(2007/10/02)
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