- Matsuda-Heck arylation of itaconates: A versatile approach to heterocycles from a renewable resource
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Itaconic acid esters and hemiesters undergo Pd-catalyzed coupling reactions with arene diazonium salts in high to excellent yields. The coupling products of ortho-nitro arene diazonium salts can be converted in one or two steps to benzazepine-2-ones.
- Krause, Andreas,Sperlich, Eric,Schmidt, Bernd
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supporting information
p. 4292 - 4302
(2021/05/31)
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- NEW COMPOUND
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PROBLEM TO BE SOLVED: To provide a new compound that does not have structural similarity to ceramide and has excellent CERT inhibitory activity. SOLUTION: The present invention provides a new compound of structural formula (I). A bond group -X- is cis-cyclopropyl-, R1, R2, R3, R4, and R5 independently represent a hydrogen atom, a halogen atom, a linear or branched C1-C8 alkyl group that may have a halogen atom, or OR6. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2020,JPOandINPIT
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Paragraph 0316; 0338
(2019/11/26)
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- Radical arylation of tyrosine residues in peptides
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The radical arylation of the phenolic side chain of tyrosine in peptides was investigated. Aryl radicals were generated from aryldiazonium salts using titanium(III) chloride as stoichiometric reductant. Due to the high selectivity with which 3-aryltyrosine derivatives were formed, this reaction type represents a new strategy for the direct functionalization of peptides.
- Fehler, Stefanie K.,Pratsch, Gerald,?streicher, Christiane,Fürst, Michael C.D.,Pischetsrieder, Monika,Heinrich, Markus R.
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p. 7888 - 7893
(2016/11/17)
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- Unusual behaviour during the route of a Japp-Klingemann reaction
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Performing a standard Japp-Klingemann synthesis that involved diazotation of 2,6-dinitroaniline and reaction with pentane-2,4-dione in aqueous hydrochloric acid medium surprisingly yielded a mixture of the expected 2,6-dinitro-and the unexpected 2-chloro-6-nitro-substituted hydrazones. This mixture was isolated as solid-solution crystals containing the components in an approximate ratio of 1 to 2. Based on both, selected compounds of comparison that show the aromatic ring substituents changed in position and intermediate diazonium salts, potential causal connections of the unusual behaviour during the route of the particular Japp-Klingemann reaction were studied. X-Ray crystal structures of the relevant compounds have been determined to support the discussion.
- Marten, Jan,Seichter, Wilhelm,Wagler, Joerg,Weber, Edwin
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experimental part
p. 745 - 752
(2011/01/09)
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- Efficient Catalysis of Hydrodediazoniations in Dimethylformamide
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For hydrodediazoniations (the replacement of a diazo group by hydrogen) in DMF, several substances act as catalysts through their ability to serve as electron donors and initiate free-radical reactions.A general procedure has been developed in which FeSO4 speeds the conversion and leads to higher yields.Trapping experiments demonstrated the presence of free-radical intermediates.N,N-Dimethylacetamide was found to rival DMF as a source of hydrogen atoms.
- Wassmundt, Frederick W.,Kiesman, William F.
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p. 1713 - 1719
(2007/10/02)
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- HYDRAZONES FROM YLIDES AND DIAZONIUM SALTS: A CONVENIENT SPOT TEST FOR STABILIZED YLIDES OF PHOSPHORUS, ARSENIC, AND SULFUR
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The reactions of a series of stabilized ylides of phosphorus, arsenic and sulfur with 2,4-dinitrobenzenediazonium tetrafluoroborate are described.The reaction courses, leading either to azo-onium salts (II), azo-onium ylides (III), formazanes (IV) or hydr
- Froyen, Paul,Juvvik, Paul
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