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Boris A. Trofimov - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of Acyl Terphenyls and Higher Polyaromatics via Base-Promoted C-H Functionalization of Acetylarenes with Arylacetylenes.
Organic letters, 2016Co-Authors: Elena Yu. Schmidt, Igor A. Ushakov, Inna V. Tatarinova, Elena Ivanova, Nadezhda V. Semenova, Alexander V. Vashchenko, Boris A. TrofimovAbstract:KO(t)Bu/DMSO-promoted C-H functionalization of acetylarenes with Arylacetylenes (100 °C, 30 min), generating β,γ-ethylenic ketones, triggers upon further heating (100 °C, 4 h, with or without acidifying additive) the cascade assembly of acyl terphenyls and higher polyaromatics in good yields.
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A One-Pot Approach to Δ2-Isoxazolines from Ketones and Arylacetylenes.
ChemInform, 2013Co-Authors: Elena Yu. Schmidt, Nadezhda V. Zorina, Igor A. Ushakov, Inna V. Tatarinova, Elena Ivanova, Boris A. TrofimovAbstract:The process involves at least five separate mechanistic steps: addition of ketones to Arylacetylenes, oximation of the resulted β,γ-unsaturated ketones, EZ isomerization of the oximes (for oximes of alkyl- and cycloalkyl ketones), prototropic rearrangement of oximes of β,γ-unsaturated ketones to oximes of α,β-unsaturated ketones, and their final cyclization.
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A one-pot approach to Δ2-isoxazolines from ketones and Arylacetylenes.
Organic letters, 2012Co-Authors: Elena Yu. Schmidt, Nadezhda V. Zorina, Igor A. Ushakov, Inna V. Tatarinova, Elena Ivanova, Boris A. TrofimovAbstract:The sequential reaction of ketones with Arylacetylenes and hydroxylamine in the presence of KOBut/DMSO followed by the treatment of the reaction mixture with H2O and KOH leads to Δ2-isoxazolines in up to 88% yield.
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Transition-Metal-Free Superbase-Promoted Stereoselective α-Vinylation of Ketones with Arylacetylenes: A General Strategy for Synthesis of β,γ-Unsaturated Ketones
The Journal of organic chemistry, 2012Co-Authors: Boris A. Trofimov, Elena Yu. Schmidt, Nadezhda V. Zorina, Elena Ivanova, Igor A. UshakovAbstract:A wide variety of β,γ-unsaturated ketones of E configuration have been obtained in good to excellent yields via KO(t)Bu/DMSO promoted α-vinylation of aliphatic, cycloaliphatic, and alkyl aromatic (heteroaromatic) ketones with diverse Arylacetylenes.
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Transition Metal‐Free Stereoselective α‐Vinylation of Cyclic Ketones with Arylacetylenes in the Superbasic Catalytic Triad Potassium Hydroxide/tert‐Butyl Alcohol/Dimethyl Sulfoxide
Advanced Synthesis & Catalysis, 2012Co-Authors: Boris A. Trofimov, Elena Yu. Schmidt, Nadezhda V. Zorina, Igor A. Ushakov, Elena Ivanova, Al'bina I. MikhalevaAbstract:A stereoselective α-vinylation of cycloaliphatic ketones with Arylacetylenes under the transition metal-free conditions has been developed. The reaction is promoted by the superbasic catalytic triad potassium hydroxide/tert-butyl alcohol/dimethyl sulfoxide (80–110 °C, 1–2 h) to afford mainly (E)-β,γ-ethylenic ketones, their (E)-α,β-isomers being minor products, in up to 83% total yield.
Igor A. Ushakov - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of Acyl Terphenyls and Higher Polyaromatics via Base-Promoted C-H Functionalization of Acetylarenes with Arylacetylenes.
Organic letters, 2016Co-Authors: Elena Yu. Schmidt, Igor A. Ushakov, Inna V. Tatarinova, Elena Ivanova, Nadezhda V. Semenova, Alexander V. Vashchenko, Boris A. TrofimovAbstract:KO(t)Bu/DMSO-promoted C-H functionalization of acetylarenes with Arylacetylenes (100 °C, 30 min), generating β,γ-ethylenic ketones, triggers upon further heating (100 °C, 4 h, with or without acidifying additive) the cascade assembly of acyl terphenyls and higher polyaromatics in good yields.
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A One-Pot Approach to Δ2-Isoxazolines from Ketones and Arylacetylenes.
ChemInform, 2013Co-Authors: Elena Yu. Schmidt, Nadezhda V. Zorina, Igor A. Ushakov, Inna V. Tatarinova, Elena Ivanova, Boris A. TrofimovAbstract:The process involves at least five separate mechanistic steps: addition of ketones to Arylacetylenes, oximation of the resulted β,γ-unsaturated ketones, EZ isomerization of the oximes (for oximes of alkyl- and cycloalkyl ketones), prototropic rearrangement of oximes of β,γ-unsaturated ketones to oximes of α,β-unsaturated ketones, and their final cyclization.
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A one-pot approach to Δ2-isoxazolines from ketones and Arylacetylenes.
Organic letters, 2012Co-Authors: Elena Yu. Schmidt, Nadezhda V. Zorina, Igor A. Ushakov, Inna V. Tatarinova, Elena Ivanova, Boris A. TrofimovAbstract:The sequential reaction of ketones with Arylacetylenes and hydroxylamine in the presence of KOBut/DMSO followed by the treatment of the reaction mixture with H2O and KOH leads to Δ2-isoxazolines in up to 88% yield.
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Transition-Metal-Free Superbase-Promoted Stereoselective α-Vinylation of Ketones with Arylacetylenes: A General Strategy for Synthesis of β,γ-Unsaturated Ketones
The Journal of organic chemistry, 2012Co-Authors: Boris A. Trofimov, Elena Yu. Schmidt, Nadezhda V. Zorina, Elena Ivanova, Igor A. UshakovAbstract:A wide variety of β,γ-unsaturated ketones of E configuration have been obtained in good to excellent yields via KO(t)Bu/DMSO promoted α-vinylation of aliphatic, cycloaliphatic, and alkyl aromatic (heteroaromatic) ketones with diverse Arylacetylenes.
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Transition Metal‐Free Stereoselective α‐Vinylation of Cyclic Ketones with Arylacetylenes in the Superbasic Catalytic Triad Potassium Hydroxide/tert‐Butyl Alcohol/Dimethyl Sulfoxide
Advanced Synthesis & Catalysis, 2012Co-Authors: Boris A. Trofimov, Elena Yu. Schmidt, Nadezhda V. Zorina, Igor A. Ushakov, Elena Ivanova, Al'bina I. MikhalevaAbstract:A stereoselective α-vinylation of cycloaliphatic ketones with Arylacetylenes under the transition metal-free conditions has been developed. The reaction is promoted by the superbasic catalytic triad potassium hydroxide/tert-butyl alcohol/dimethyl sulfoxide (80–110 °C, 1–2 h) to afford mainly (E)-β,γ-ethylenic ketones, their (E)-α,β-isomers being minor products, in up to 83% total yield.
Elena Yu. Schmidt - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of Acyl Terphenyls and Higher Polyaromatics via Base-Promoted C-H Functionalization of Acetylarenes with Arylacetylenes.
Organic letters, 2016Co-Authors: Elena Yu. Schmidt, Igor A. Ushakov, Inna V. Tatarinova, Elena Ivanova, Nadezhda V. Semenova, Alexander V. Vashchenko, Boris A. TrofimovAbstract:KO(t)Bu/DMSO-promoted C-H functionalization of acetylarenes with Arylacetylenes (100 °C, 30 min), generating β,γ-ethylenic ketones, triggers upon further heating (100 °C, 4 h, with or without acidifying additive) the cascade assembly of acyl terphenyls and higher polyaromatics in good yields.
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A One-Pot Approach to Δ2-Isoxazolines from Ketones and Arylacetylenes.
ChemInform, 2013Co-Authors: Elena Yu. Schmidt, Nadezhda V. Zorina, Igor A. Ushakov, Inna V. Tatarinova, Elena Ivanova, Boris A. TrofimovAbstract:The process involves at least five separate mechanistic steps: addition of ketones to Arylacetylenes, oximation of the resulted β,γ-unsaturated ketones, EZ isomerization of the oximes (for oximes of alkyl- and cycloalkyl ketones), prototropic rearrangement of oximes of β,γ-unsaturated ketones to oximes of α,β-unsaturated ketones, and their final cyclization.
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A one-pot approach to Δ2-isoxazolines from ketones and Arylacetylenes.
Organic letters, 2012Co-Authors: Elena Yu. Schmidt, Nadezhda V. Zorina, Igor A. Ushakov, Inna V. Tatarinova, Elena Ivanova, Boris A. TrofimovAbstract:The sequential reaction of ketones with Arylacetylenes and hydroxylamine in the presence of KOBut/DMSO followed by the treatment of the reaction mixture with H2O and KOH leads to Δ2-isoxazolines in up to 88% yield.
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Transition-Metal-Free Superbase-Promoted Stereoselective α-Vinylation of Ketones with Arylacetylenes: A General Strategy for Synthesis of β,γ-Unsaturated Ketones
The Journal of organic chemistry, 2012Co-Authors: Boris A. Trofimov, Elena Yu. Schmidt, Nadezhda V. Zorina, Elena Ivanova, Igor A. UshakovAbstract:A wide variety of β,γ-unsaturated ketones of E configuration have been obtained in good to excellent yields via KO(t)Bu/DMSO promoted α-vinylation of aliphatic, cycloaliphatic, and alkyl aromatic (heteroaromatic) ketones with diverse Arylacetylenes.
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Transition Metal‐Free Stereoselective α‐Vinylation of Cyclic Ketones with Arylacetylenes in the Superbasic Catalytic Triad Potassium Hydroxide/tert‐Butyl Alcohol/Dimethyl Sulfoxide
Advanced Synthesis & Catalysis, 2012Co-Authors: Boris A. Trofimov, Elena Yu. Schmidt, Nadezhda V. Zorina, Igor A. Ushakov, Elena Ivanova, Al'bina I. MikhalevaAbstract:A stereoselective α-vinylation of cycloaliphatic ketones with Arylacetylenes under the transition metal-free conditions has been developed. The reaction is promoted by the superbasic catalytic triad potassium hydroxide/tert-butyl alcohol/dimethyl sulfoxide (80–110 °C, 1–2 h) to afford mainly (E)-β,γ-ethylenic ketones, their (E)-α,β-isomers being minor products, in up to 83% total yield.
Christian Wolf - One of the best experts on this subject based on the ideXlab platform.
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enantioselective sensing of chiral amino alcohols with a stereodynamic Arylacetylene based probe
Chirality, 2012Co-Authors: Daniel P. Iwaniuk, Keith W. Bentley, Christian WolfAbstract:Enantioselective induced circular dichroism analysis of amino alcohols has been accomplished using a conformationally flexible Arylacetylene-based probe exhibiting two terminal aldehyde groups. The chirality of the amino alcohol substrates is imprinted on the stereodynamic receptor upon [1 + 2] condensation, which ultimately generates a strong chiroptical response. The distinct induced circular dichroism effects of the diimines obtained can be used for enantioselective sensing and enantiomeric excess determination of a wide range of substrates. Chirality 24:584–589, 2012. © 2012 Wiley Periodicals, Inc.
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Enantioselective sensing of chiral amino alcohols with a stereodynamic Arylacetylene-based probe.
Chirality, 2012Co-Authors: Daniel P. Iwaniuk, Keith W. Bentley, Christian WolfAbstract:Enantioselective induced circular dichroism analysis of amino alcohols has been accomplished using a conformationally flexible Arylacetylene-based probe exhibiting two terminal aldehyde groups. The chirality of the amino alcohol substrates is imprinted on the stereodynamic receptor upon [1 + 2] condensation, which ultimately generates a strong chiroptical response. The distinct induced circular dichroism effects of the diimines obtained can be used for enantioselective sensing and enantiomeric excess determination of a wide range of substrates.
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Enantioselective sensing of amines based on [1 + 1]-, [2 + 2]-, and [1 + 2]-condensation with fluxional Arylacetylene-derived dialdehydes.
Organic letters, 2011Co-Authors: Daniel P. Iwaniuk, Christian WolfAbstract:Four induced circular dichroism (ICD) probes exhibiting a stereodynamic Arylacetylene framework and terminal aldehyde units have been prepared. The CD silent sensors generate a strong chiroptical response to substrate-controlled induction of axial chirality upon selective [1 + 1]-, [2 + 2]-, and [1 + 2]-condensation. The intense Cotton effects can be exploited for in situ ICD analysis of the absolute configuration and ee of a wide range of amines.
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enantioselective sensing of amines based on 1 1 2 2 and 1 2 condensation with fluxional Arylacetylene derived dialdehydes
Organic Letters, 2011Co-Authors: Daniel P. Iwaniuk, Christian WolfAbstract:Four induced circular dichroism (ICD) probes exhibiting a stereodynamic Arylacetylene framework and terminal aldehyde units have been prepared. The CD silent sensors generate a strong chiroptical response to substrate-controlled induction of axial chirality upon selective [1 + 1]-, [2 + 2]-, and [1 + 2]-condensation. The intense Cotton effects can be exploited for in situ ICD analysis of the absolute configuration and ee of a wide range of amines.
Elena Ivanova - One of the best experts on this subject based on the ideXlab platform.
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Synthesis of Acyl Terphenyls and Higher Polyaromatics via Base-Promoted C-H Functionalization of Acetylarenes with Arylacetylenes.
Organic letters, 2016Co-Authors: Elena Yu. Schmidt, Igor A. Ushakov, Inna V. Tatarinova, Elena Ivanova, Nadezhda V. Semenova, Alexander V. Vashchenko, Boris A. TrofimovAbstract:KO(t)Bu/DMSO-promoted C-H functionalization of acetylarenes with Arylacetylenes (100 °C, 30 min), generating β,γ-ethylenic ketones, triggers upon further heating (100 °C, 4 h, with or without acidifying additive) the cascade assembly of acyl terphenyls and higher polyaromatics in good yields.
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A One-Pot Approach to Δ2-Isoxazolines from Ketones and Arylacetylenes.
ChemInform, 2013Co-Authors: Elena Yu. Schmidt, Nadezhda V. Zorina, Igor A. Ushakov, Inna V. Tatarinova, Elena Ivanova, Boris A. TrofimovAbstract:The process involves at least five separate mechanistic steps: addition of ketones to Arylacetylenes, oximation of the resulted β,γ-unsaturated ketones, EZ isomerization of the oximes (for oximes of alkyl- and cycloalkyl ketones), prototropic rearrangement of oximes of β,γ-unsaturated ketones to oximes of α,β-unsaturated ketones, and their final cyclization.
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A one-pot approach to Δ2-isoxazolines from ketones and Arylacetylenes.
Organic letters, 2012Co-Authors: Elena Yu. Schmidt, Nadezhda V. Zorina, Igor A. Ushakov, Inna V. Tatarinova, Elena Ivanova, Boris A. TrofimovAbstract:The sequential reaction of ketones with Arylacetylenes and hydroxylamine in the presence of KOBut/DMSO followed by the treatment of the reaction mixture with H2O and KOH leads to Δ2-isoxazolines in up to 88% yield.
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Transition-Metal-Free Superbase-Promoted Stereoselective α-Vinylation of Ketones with Arylacetylenes: A General Strategy for Synthesis of β,γ-Unsaturated Ketones
The Journal of organic chemistry, 2012Co-Authors: Boris A. Trofimov, Elena Yu. Schmidt, Nadezhda V. Zorina, Elena Ivanova, Igor A. UshakovAbstract:A wide variety of β,γ-unsaturated ketones of E configuration have been obtained in good to excellent yields via KO(t)Bu/DMSO promoted α-vinylation of aliphatic, cycloaliphatic, and alkyl aromatic (heteroaromatic) ketones with diverse Arylacetylenes.
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Transition Metal‐Free Stereoselective α‐Vinylation of Cyclic Ketones with Arylacetylenes in the Superbasic Catalytic Triad Potassium Hydroxide/tert‐Butyl Alcohol/Dimethyl Sulfoxide
Advanced Synthesis & Catalysis, 2012Co-Authors: Boris A. Trofimov, Elena Yu. Schmidt, Nadezhda V. Zorina, Igor A. Ushakov, Elena Ivanova, Al'bina I. MikhalevaAbstract:A stereoselective α-vinylation of cycloaliphatic ketones with Arylacetylenes under the transition metal-free conditions has been developed. The reaction is promoted by the superbasic catalytic triad potassium hydroxide/tert-butyl alcohol/dimethyl sulfoxide (80–110 °C, 1–2 h) to afford mainly (E)-β,γ-ethylenic ketones, their (E)-α,β-isomers being minor products, in up to 83% total yield.
