- Copper-catalyzed trifluoromethylation of alkoxypyridine derivatives
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The trifluoromethylation of aromatic and heteroaromatic cores has attracted considerable interest in recent years due to its pharmacological relevance. We studied the extension of a simple copper-catalyzed trifluoromethylation protocol to alkoxy-substituted iodopyridines and their benzologs. The trifluoromethylation proceeded smoothly in all cases, and the desired compounds were isolated and characterized. In the trifluoromethylation of 3-iodo-4-methoxyquinoline, we observed a concomitant O-N methyl migration, resulting in the trifluoromethylated quinolone as a product. Overall, the described procedure should facilitate the broader use of copper-catalyzed trifluoromethylation in medicinal chemistry.
- Farkas, Emese,Gyorfi, Nandor,Kotschy, Andras,Nemet, Norbert,Novak, Zoltan,Weber, Csaba
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- Method for preparing 2-methoxy-4-trifluoromethyl-3-pyridinesulfonyl chloride
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The invention provides a method for preparing 2-methoxy-4-trifluoromethyl-3-pyridinesulfonyl chloride, and belongs to the field of fine chemical engineering. The method comprises the following steps:2-chloro-4-trifluoromethylpyridine used as a starting material is methoxylated to obtain a 2-methoxy-4-trifluoromethyl-3-pyridine compound, the 2-methoxy-4-trifluoromethyl-3-pyridine compound reacts with sulfur powder under the action of butyllithium to prepare a 2-methoxy-3-mercapto-4-trifluoromethyl-3-pyridine compound, and the 2-methoxy-3-mercapto-4-trifluoromethyl-3-pyridine compound is chlorinated and oxidized to obtain the final product 2-methoxy-4-trifluoromethyl-3-pyridinesulfonyl chloride compound. The sulfur powder is used the preparation process of compound III, and thioether compounds are avoided, so odorous odor brought in the production process is eliminated, and environmental pollution is reduced. Hydrogen peroxide is adopted to carry out oxidation, thionyl chloride is adopted to carry out chlorination, and chlorine is avoided, so dangers in the preparation and synthesis process are effectively reduced, and the safety production coefficient is improved.
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Paragraph 0052-0055
(2018/10/19)
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- Copper-mediated perfluoroalkylation of heteroaryl bromides with (phen)CuRF
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The attachment of perfluoroalkyl groups onto organic compounds has been a major synthetic goal over the past several decades. Previously, our group reported phenanthroline-ligated perfluoroalkyl copper reagents, (phen)CuR F, which react with aryl iodides and aryl boronates to form the corresponding benzotrifluorides. Herein the perfluoroalkylation of a series of heteroaryl bromides with (phen)CuCF3 and (phen)CuCF 2CF3 is reported. The mild reaction conditions allow the process to tolerate many common functional groups. Perfluoroethylation with (phen)CuCF2CF3 occurs in somewhat higher yields than trifluoromethylation with (phen)CuCF3, creating a method to generate fluoroalkyl heteroarenes that are less accessible from trifluoroacetic acid derivatives.
- Mormino, Michael G.,Fier, Patrick S.,Hartwig, John F.
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p. 1744 - 1747
(2014/04/17)
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- BACTERICIDE COMPOSITION AND METHOD OF CONTROLLING PLANT DISEASE
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It is to provide a fungicidal composition having stable and high fungicidal effects against cultivated crops infected with plant diseases resulting from plant diseases. A fungicidal composition containing as active ingredients (a) a benzoylpyridine derivative represented by the formula (I) or its salt: (wherein X is a halogen atom, a nitro group, a substitutable hydrocarbon group, a substitutable alkoxy group, a substitutable aryloxy group, a substitutable cycloalkoxy group, a hydroxyl group, a substitutable alkylthio group, a cyano group, a carboxyl group which may be esterified or amidated, or a substitutable amino group, n is 1, 2, 3 or 4; R1 is a substitutable alkyl group, R2' is a substitutable alkyl group, a substitutable alkoxy group, a substitutable aryloxy group, a substitutable cycloalkoxy group or a hydroxyl group, p is 1, 2 or 3, and R2" is a substitutable alkoxy group or a hydroxyl group, provided that at least two of R2' and R2" may form a condensed ring containing an oxygen atom) and (b) at least one another fungicide.
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Page/Page column 16
(2008/06/13)
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- 3-BENZOYL-2,4,5-SUBSTITUTED PYRIDINE DERIVATIVES OR SALTS THEREOF AND BACTERICIDES CONTAINING THE SAME
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To provide 3-benzoyl-2,4,5-substituted pyridine derivatives or their salts, fungicides containing them, and intermediates for producing them. By providing a group of compounds comprising specific 3-benzoyl-2,4,5-substituted pyridine derivatives or their s
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Page/Page column 9
(2010/02/13)
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