The Experts below are selected from a list of 183 Experts worldwide ranked by ideXlab platform
Martin Nilsson - One of the best experts on this subject based on the ideXlab platform.
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Copper-Mediated Vicarious Substitution of 1,3-Dinitrobenzene with lodophenols or lodomethyl Phenyl Sulfoxide/Sulfone
Synthesis, 1990Co-Authors: Olof Haglund, Abdul A. K. M. Hai, Martin NilssonAbstract:1,3-Dinitrobenzene reacts with 4-iodophenol or 2-iodophenol in the presence of copper(I) tert-butoxide and pyridine to give 2',6'-dinitrobiphenyl-4-ol and 1-nitrodibenzofuran, respectively, in good yield. Similarly, iodomethyl phenyl sulfone or sulfoxide and 1,3-dinitrobenzene are selectively converted into 2,6-dinitrobenzyl phenyl sulfone and sulfoxide, respectively.The reaction results in a copper-mediated, selective Vicarious nucleophilic Substitution of hydrogen at C-2 of 1,3-dinitrobenzene.
Andrey E. Shchekotikhin - One of the best experts on this subject based on the ideXlab platform.
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Heterocyclic Analogs of 5,12-Naphthacenequinone 14 * . Synthesis of naphtho[2,3- f ]indole-3-carboxylic Acid Derivatives
Chemistry of Heterocyclic Compounds, 2017Co-Authors: Alexander S. Tikhomirov, Valeriya A. Litvinova, Yury N. Luzikov, Alexander M. Korolev, Yuri B. Sinkevich, Andrey E. ShchekotikhinAbstract:3-carboxylate by using Vicarious Substitution of hydrogen, followed by intramolecular reductive heterocyclization. Some chemical properties of the target compound were characterized. As observed for the first time in the series of linear hetaryl-fused anthraquinones, the alkylation of hydroxy groups in naphtho[2,3-f]indole-5,10-diones gave not only 4,11-dialkoxy derivatives, but also the isomeric 5,10-dialkoxy derivatives of naphtho[2,3-f]indole-4,11-dione.
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Heterocyclic Analogs of 5,12-Naphthacenequinone 14^*. Synthesis of naphtho[2,3-f]indole-3-carboxylic Acid Derivatives
Chemistry of Heterocyclic Compounds, 2017Co-Authors: Alexander S. Tikhomirov, Valeriya A. Litvinova, Yury N. Luzikov, Alexander M. Korolev, Yuri B. Sinkevich, Andrey E. ShchekotikhinAbstract:3-carboxylate by using Vicarious Substitution of hydrogen, followed by intramolecular reductive heterocyclization. Some chemical properties of the target compound were characterized. As observed for the first time in the series of linear hetaryl-fused anthraquinones, the alkylation of hydroxy groups in naphtho[2,3- f ]indole-5,10-diones gave not only 4,11-dialkoxy derivatives, but also the isomeric 5,10-dialkoxy derivatives of naphtho[2,3- f ]indole-4,11-dione.
Olof Haglund - One of the best experts on this subject based on the ideXlab platform.
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Copper-Mediated Vicarious Substitution of 1,3-Dinitrobenzene with lodophenols or lodomethyl Phenyl Sulfoxide/Sulfone
Synthesis, 1990Co-Authors: Olof Haglund, Abdul A. K. M. Hai, Martin NilssonAbstract:1,3-Dinitrobenzene reacts with 4-iodophenol or 2-iodophenol in the presence of copper(I) tert-butoxide and pyridine to give 2',6'-dinitrobiphenyl-4-ol and 1-nitrodibenzofuran, respectively, in good yield. Similarly, iodomethyl phenyl sulfone or sulfoxide and 1,3-dinitrobenzene are selectively converted into 2,6-dinitrobenzyl phenyl sulfone and sulfoxide, respectively.The reaction results in a copper-mediated, selective Vicarious nucleophilic Substitution of hydrogen at C-2 of 1,3-dinitrobenzene.
Jan M. Bakke - One of the best experts on this subject based on the ideXlab platform.
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Nitropyridines: Synthesis and reactions
Pure and Applied Chemistry, 2003Co-Authors: Jan M. BakkeAbstract:Reaction of pyridine and substituted pyridines with N 2 O 5 in an organic solvent gives the N-nitropyridinium ion. When this is reacted with SO 2 /HSO 3 - in water, 3-nitropyri- dine is obtained (77 % yield). With substituted pyridines, the method gives good yields for 4-substituted and moderate yields for 3-substituted pyridines. The reaction mechanism is not an electrophilic aromatic Substitution, but one in which the nitro group migrates from the 1-position to the 3-position by a (1,5) sigmatropic shift. From 4-aminopyridine, imi- dazo(4,5-c)pyridines have been synthesized. From 3-nitropyridine, 5-nitropyridine-2-sul- fonic acid is formed in a two-step reaction. From this, a series of 2-substituted-5-nitro- pyridines has been synthesized. 3-Nitropyridine and 4-substituted-3-nitropyridines have been substituted with ammonia and amines by the Vicarious Substitution method and by the oxidative Substitution method in the position para to the nitro group. High regioselectivities and yields have been obtained in both cases to afford a series of 4-substituted-2-alkylamino- 5-nitropyridines.
Paul G. Waddell - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of 3-aminoBODIPY dyes via copper-catalyzed Vicarious nucleophilic Substitution of 2-halogeno derivatives
Organic & biomolecular chemistry, 2015Co-Authors: Julian G. Knight, Rua B. Alnoman, Paul G. WaddellAbstract:2-Halogeno BODIPYs undergo copper catalysed nucleophilic Substitution with alkyl amines and anilines and an amide to give the corresponding 3-aminoBODIPY derivatives. The substrates are readily prepared by the regioselective 2-halogenation of the chemically robust, preformed BODIPYs thus providing an alternative to direct nucleophilic Substitution of the corresponding 3-halogenoBODIPYs which requires regioselective 3-halogenation of the more sensitive dipyrromethane intermediate. 2-Halogenation expands the scope of Vicarious Substitution of BODIPYs to include weaker nitrogen nucleophiles.
