The Experts below are selected from a list of 546 Experts worldwide ranked by ideXlab platform
Elisa Leyva - One of the best experts on this subject based on the ideXlab platform.
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synthesis of novel 2 fluoroanilino 3 2 4 dinitroanilino derivatives of 1 4 naphthoquinone
ChemInform, 2015Co-Authors: Elisa Leyva, Lluvia I Lopez, Kim M Baines, Claudia G Espinosagonzalez, Diego A Magaldilara, Socorro LeyvaAbstract:The strong electron withdrawing nature of the 2,4-dinitroanilines in substrate (I) allows the displacement of chlorine by weak nucleophilic anilines to give the title products (III).
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synthesis of novel 2 fluoroanilino 3 2 4 dinitroanilino derivatives of 1 4 naphthoquinone
Tetrahedron Letters, 2015Co-Authors: Elisa Leyva, Lluvia I Lopez, Kim M Baines, Claudia G Espinosagonzalez, Diego A Magaldilara, Socorro LeyvaAbstract:Several novel 2-(fluoroanilino)-3-(2,4-dinitroanilino) derivatives of 1,4-naphthoquinone have been synthesized in good to excellent yields. First, 2-chloro-3-(2,4-dinitroanilino)-1,4-naphthoquinone was prepared in two steps beginning with the reaction of 2,3-dichloro-1,4-naphthoquinone with aniline in the presence of a Lewis acid (CeCl3·7H2O). The resulting 2-(anilino)-1,4-naphthoquinone was then nitrated. The strong electron withdrawing effect of the 2,4-dinitroanilino substituent on the naphthoquinone framework facilitated the displacement of the second chlorine atom by a variety of weakly nucleophilic fluoro-substituted anilines under reflux conditions.
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synthesis spectral and electrochemical characterization of novel 2 fluoroanilino 1 4 naphthoquinones
Journal of Fluorine Chemistry, 2011Co-Authors: Elisa Leyva, Lluvia I Lopez, Silvia E Loredocarrillo, Margarita Rodriguezkessler, Antonio MontesrojasAbstract:Abstract The preparation of novel 2-(fluoroanilino)-1,4-naphthoquinones is presented. It takes place under mild conditions by reacting the corresponding fluoroaniline and 1,4-naphthoquinone in the presence of a Lewis acid catalyst with strong oxidation properties such as CeCl3·7H2O. This preparation was also investigated under microwave irradiation. All 1,4-naphthoquinone derivatives were characterized by UV–Vis, IR, 1H and 19F NMR, MS and cyclic voltammetry, to investigate the effect of the fluoro-substituents on their electronic properties.
Socorro Leyva - One of the best experts on this subject based on the ideXlab platform.
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synthesis of novel 2 fluoroanilino 3 2 4 dinitroanilino derivatives of 1 4 naphthoquinone
ChemInform, 2015Co-Authors: Elisa Leyva, Lluvia I Lopez, Kim M Baines, Claudia G Espinosagonzalez, Diego A Magaldilara, Socorro LeyvaAbstract:The strong electron withdrawing nature of the 2,4-dinitroanilines in substrate (I) allows the displacement of chlorine by weak nucleophilic anilines to give the title products (III).
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synthesis of novel 2 fluoroanilino 3 2 4 dinitroanilino derivatives of 1 4 naphthoquinone
Tetrahedron Letters, 2015Co-Authors: Elisa Leyva, Lluvia I Lopez, Kim M Baines, Claudia G Espinosagonzalez, Diego A Magaldilara, Socorro LeyvaAbstract:Several novel 2-(fluoroanilino)-3-(2,4-dinitroanilino) derivatives of 1,4-naphthoquinone have been synthesized in good to excellent yields. First, 2-chloro-3-(2,4-dinitroanilino)-1,4-naphthoquinone was prepared in two steps beginning with the reaction of 2,3-dichloro-1,4-naphthoquinone with aniline in the presence of a Lewis acid (CeCl3·7H2O). The resulting 2-(anilino)-1,4-naphthoquinone was then nitrated. The strong electron withdrawing effect of the 2,4-dinitroanilino substituent on the naphthoquinone framework facilitated the displacement of the second chlorine atom by a variety of weakly nucleophilic fluoro-substituted anilines under reflux conditions.
Lluvia I Lopez - One of the best experts on this subject based on the ideXlab platform.
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synthesis of novel 2 fluoroanilino 3 2 4 dinitroanilino derivatives of 1 4 naphthoquinone
ChemInform, 2015Co-Authors: Elisa Leyva, Lluvia I Lopez, Kim M Baines, Claudia G Espinosagonzalez, Diego A Magaldilara, Socorro LeyvaAbstract:The strong electron withdrawing nature of the 2,4-dinitroanilines in substrate (I) allows the displacement of chlorine by weak nucleophilic anilines to give the title products (III).
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synthesis of novel 2 fluoroanilino 3 2 4 dinitroanilino derivatives of 1 4 naphthoquinone
Tetrahedron Letters, 2015Co-Authors: Elisa Leyva, Lluvia I Lopez, Kim M Baines, Claudia G Espinosagonzalez, Diego A Magaldilara, Socorro LeyvaAbstract:Several novel 2-(fluoroanilino)-3-(2,4-dinitroanilino) derivatives of 1,4-naphthoquinone have been synthesized in good to excellent yields. First, 2-chloro-3-(2,4-dinitroanilino)-1,4-naphthoquinone was prepared in two steps beginning with the reaction of 2,3-dichloro-1,4-naphthoquinone with aniline in the presence of a Lewis acid (CeCl3·7H2O). The resulting 2-(anilino)-1,4-naphthoquinone was then nitrated. The strong electron withdrawing effect of the 2,4-dinitroanilino substituent on the naphthoquinone framework facilitated the displacement of the second chlorine atom by a variety of weakly nucleophilic fluoro-substituted anilines under reflux conditions.
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synthesis spectral and electrochemical characterization of novel 2 fluoroanilino 1 4 naphthoquinones
Journal of Fluorine Chemistry, 2011Co-Authors: Elisa Leyva, Lluvia I Lopez, Silvia E Loredocarrillo, Margarita Rodriguezkessler, Antonio MontesrojasAbstract:Abstract The preparation of novel 2-(fluoroanilino)-1,4-naphthoquinones is presented. It takes place under mild conditions by reacting the corresponding fluoroaniline and 1,4-naphthoquinone in the presence of a Lewis acid catalyst with strong oxidation properties such as CeCl3·7H2O. This preparation was also investigated under microwave irradiation. All 1,4-naphthoquinone derivatives were characterized by UV–Vis, IR, 1H and 19F NMR, MS and cyclic voltammetry, to investigate the effect of the fluoro-substituents on their electronic properties.
Henry F. Vanbrocklin - One of the best experts on this subject based on the ideXlab platform.
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metabolic stability of 6 7 dialkoxy 4 2 3 and 4 18f fluoroanilino quinazolines potential egfr imaging probes
Bioorganic & Medicinal Chemistry, 2011Co-Authors: Neil Vasdev, Henry F. Vanbrocklin, Peter N Dorff, James P Oneil, Frederick T Chin, Stephen M HanrahanAbstract:Abstract Epidermal growth factor receptors (EGFR), upregulated in many tumor types, have been a target for therapeutic development and molecular imaging. The objective of this study was to evaluate the distribution and metabolic characteristics of fluorine-18 labeled anilinoquinazolines as potential imaging agents for EGFR tyrosine kinase expression. Fluorine-18 labeled fluoronitrobenzenes were prepared by reaction of potassium cryptand [ 18 F]fluoride with 1,2- and 1,4-dinitrobenzenes, and 3-nitro- N , N , N -trimethylanilinium triflate in 5 min. Decay-corrected radiochemical yields of [ 18 F]fluoride incorporation into the nitro-aromatic compounds were 81 ± 2%, 44 ± 4% and 77 ± 5% ( n = 3–5) for the 2-, 3- and 4-fluoro isomers, respectively. Sodium borohydride reduction to the corresponding [ 18 F]fluoroanilines was achieved with greater than 80% conversion in 5 min. Coupling of [ 18 F]fluoroaniline-hydrochlorides to 6,7-dimethoxy-4-chloro-quinazoline gave the corresponding 6,7-dimethoxy-4-(2-, 3- and 4-[ 18 F]fluoroanilino)quinazolines in 31 ± 5%, 17 ± 2% and 55 ± 2% radiochemical yield, respectively, while coupling to the 6,7-diethoxy-4-chloro-quinazoline produced 6,7-diethoxy-4-(2-, 3- and 4-[ 18 F]fluoroanilino)quinazolines in 19 ± 6%, 9 ± 3% and 36 ± 6% radiochemical yield, respectively, in 90 min to end of synthesis from [ 18 F]fluoride. Biodistribution of 2- and 4-[ 18 F]fluoroanilinoquinazolines was conducted in tumor-bearing mice (MDA-MB-435 and MDA-MB-468 xenografts). Low tumor uptake ( 18 F]fluoroanilinoquinazolines. The metabolic stabilities of radiolabeled quinazolines were further evaluated by incubation with human female cryopreserved isolated hepatocytes. Rapid degeneration of the 4-fluoro-substituted compounds to baseline polar metabolites was observed by radio-TLC, whereas, the 2- and 3-[ 18 F]fluoroaniline derivatives were significantly more stable, up to 2 h, corroborating the in vivo biodistribution studies. para -Substituted [ 18 F]fluoroanilines, a common structural motif in radiopharmaceuticals, are highly susceptible to metabolic degradation.
Claudia G Espinosagonzalez - One of the best experts on this subject based on the ideXlab platform.
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synthesis of novel 2 fluoroanilino 3 2 4 dinitroanilino derivatives of 1 4 naphthoquinone
ChemInform, 2015Co-Authors: Elisa Leyva, Lluvia I Lopez, Kim M Baines, Claudia G Espinosagonzalez, Diego A Magaldilara, Socorro LeyvaAbstract:The strong electron withdrawing nature of the 2,4-dinitroanilines in substrate (I) allows the displacement of chlorine by weak nucleophilic anilines to give the title products (III).
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synthesis of novel 2 fluoroanilino 3 2 4 dinitroanilino derivatives of 1 4 naphthoquinone
Tetrahedron Letters, 2015Co-Authors: Elisa Leyva, Lluvia I Lopez, Kim M Baines, Claudia G Espinosagonzalez, Diego A Magaldilara, Socorro LeyvaAbstract:Several novel 2-(fluoroanilino)-3-(2,4-dinitroanilino) derivatives of 1,4-naphthoquinone have been synthesized in good to excellent yields. First, 2-chloro-3-(2,4-dinitroanilino)-1,4-naphthoquinone was prepared in two steps beginning with the reaction of 2,3-dichloro-1,4-naphthoquinone with aniline in the presence of a Lewis acid (CeCl3·7H2O). The resulting 2-(anilino)-1,4-naphthoquinone was then nitrated. The strong electron withdrawing effect of the 2,4-dinitroanilino substituent on the naphthoquinone framework facilitated the displacement of the second chlorine atom by a variety of weakly nucleophilic fluoro-substituted anilines under reflux conditions.
