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Matthias Beller - One of the best experts on this subject based on the ideXlab platform.
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Palladium‐Catalyzed Oxidative Carbonylative Coupling of Arylboronic Acids with Terminal Alkynes to Alkynones.
ChemInform, 2015Co-Authors: Kishore Natte, Jianbin Chen, Helfried Neumann, Matthias BellerAbstract:The first examples of an oxidative Carbonylative Coupling of arylboronic acids with alkynes, a missing link in Carbonylative Coupling reactions, are given
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palladium catalyzed oxidative Carbonylative Coupling of arylboronic acids with terminal alkynes to alkynones
ChemInform, 2015Co-Authors: Kishore Natte, Jianbin Chen, Helfried Neumann, Matthias BellerAbstract:The first examples of an oxidative Carbonylative Coupling of arylboronic acids with alkynes, a missing link in Carbonylative Coupling reactions, are given
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base controlled selectivity in the synthesis of linear and angular fused quinazolinones by a palladium catalyzed carbonylation nucleophilic aromatic substitution sequence
ChemInform, 2015Co-Authors: Jianbin Chen, Kishore Natte, Helfried Neumann, Matthias Beller, Anke Spannenberg, Peter Langer, Xiaofeng WuAbstract:The Pd-catalyzed Carbonylative Coupling of ortho-fluoro substituted bromobenzenes with 2-aminopyridines is reported.
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Base‐Controlled Selectivity in the Synthesis of Linear and Angular Fused Quinazolinones by a Palladium‐Catalyzed Carbonylation/Nucleophilic Aromatic Substitution Sequence.
ChemInform, 2014Co-Authors: Jianbin Chen, Kishore Natte, Helfried Neumann, Anke Spannenberg, Peter Langer, Matthias BellerAbstract:The Pd-catalyzed Carbonylative Coupling of ortho-fluoro substituted bromobenzenes with 2-aminopyridines is reported.
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highly efficient four component synthesis of 4 3h quinazolinones palladium catalyzed Carbonylative Coupling reactions
ChemInform, 2014Co-Authors: Helfried Neumann, Matthias BellerAbstract:A novel Pd-catalyzed four-component Carbonylative-Coupling for the construction of N-substituted 4(3H)-quinazolinones in a one-pot manner is presented.
Jun Ying - One of the best experts on this subject based on the ideXlab platform.
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Palladium-Catalyzed Regioselective Carbonylative Coupling/Amination of Aryl Iodides with Unactivated Alkenes: Efficient Synthesis of β-Aminoketones
ACS Catalysis, 2019Co-Authors: Jin-bao Peng, Hui-qing Geng, Jun YingAbstract:The Carbonylative Coupling of aryl halides with unactivated alkenes remains a challenge, because of the low reactivity of acyl-palladium intermediate to the olefins. In this paper, a palladium-cata...
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Palladium-Catalyzed Regioselective Carbonylative Coupling/Amination of Aryl Iodides with Unactivated Alkenes: Efficient Synthesis of β-Aminoketones
ACS Catalysis, 2019Co-Authors: Jin-bao Peng, Hui-qing Geng, Jun YingAbstract:The Carbonylative Coupling of aryl halides with unactivated alkenes remains a challenge, because of the low reactivity of acyl-palladium intermediate to the olefins. In this paper, a palladium-catalyzed Carbonylative Coupling/amination of aryl iodides with unactivated alkenes for the synthesis of β-aminoketone derivatives has been developed. With the assistance of a directing group (8-aminoquinoline, AQ), the coordination of the olefin to acyl-palladium complex can be enhanced, thereby promoting the acylpalladation across the C═C double bonds. A broad range of β-aminoketone derivatives were prepared in moderate to excellent yields with complete regioselectivity by using 4-pentenoic and 2-vinylbenzoic amide derivatives as the starting materials. This methodology involves the formation of two C–C bonds as well as one C–N bond, and provided a method for the Carbonylative difunctionalization of unactivated alkenes.
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Palladium-Catalyzed Regioselective Carbonylative Coupling/Amination of Aryl Iodides with Unactivated Alkenes: Efficient Synthesis of β‑Aminoketones
2019Co-Authors: Jin-bao Peng, Hui-qing Geng, Jun YingAbstract:The Carbonylative Coupling of aryl halides with unactivated alkenes remains a challenge, because of the low reactivity of acyl-palladium intermediate to the olefins. In this paper, a palladium-catalyzed Carbonylative Coupling/amination of aryl iodides with unactivated alkenes for the synthesis of β-aminoketone derivatives has been developed. With the assistance of a directing group (8-aminoquinoline, AQ), the coordination of the olefin to acyl-palladium complex can be enhanced, thereby promoting the acylpalladation across the CC double bonds. A broad range of β-aminoketone derivatives were prepared in moderate to excellent yields with complete regioselectivity by using 4-pentenoic and 2-vinylbenzoic amide derivatives as the starting materials. This methodology involves the formation of two C–C bonds as well as one C–N bond, and provided a method for the Carbonylative difunctionalization of unactivated alkenes
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Nickel-Catalyzed Molybdenum-Promoted Carbonylative Synthesis of Benzophenones.
The Journal of organic chemistry, 2018Co-Authors: Jin-bao Peng, Jun YingAbstract:A nickel-catalyzed molybdenum-promoted Carbonylative Coupling reaction for the synthesis of benzophenones from aryl iodides has been developed. Various substituted diaryl ketones were synthesized in moderate to excellent yields under CO-gas-free conditions. A synergetic effect of both nickel and molybdenum has been observed, which is also responsible for the success of this transformation.
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Nickel-Catalyzed Molybdenum-Promoted Carbonylative Synthesis of Benzophenones
2018Co-Authors: Jin-bao Peng, Jun YingAbstract:A nickel-catalyzed molybdenum-promoted Carbonylative Coupling reaction for the synthesis of benzophenones from aryl iodides has been developed. Various substituted diaryl ketones were synthesized in moderate to excellent yields under CO-gas-free conditions. A synergetic effect of both nickel and molybdenum has been observed, which is also responsible for the success of this transformation
Troels Skrydstrup - One of the best experts on this subject based on the ideXlab platform.
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Direct Access to Isotopically Labeled Aliphatic Ketones Mediated by Nickel(I) Activation
Angewandte Chemie (International ed. in English), 2020Co-Authors: Aske S. Donslund, Karoline T. Neumann, Simon Sejer Pedersen, Cecilie Gaardbo, Lee Kingston, Charles S. Elmore, Troels SkrydstrupAbstract:An extensive range of functionalized aliphatic ketones with good functional-group tolerance has been prepared by a NiI -promoted Coupling of either primary or secondary alkyl iodides with NN2 pincer NiII -acyl complexes. The latter were easily accessed from the corresponding NiII -alkyl complexes with stoichiometric CO. This Ni-mediated Carbonylative Coupling is adaptable to late-stage carbon isotope labeling, as illustrated by the preparation of isotopically labelled pharmaceuticals. Preliminary investigations suggest the intermediacy of carbon-centered radicals.
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Stoichiometric Studies on the Carbonylative Trifluoromethylation of Aryl Pd(II) Complexes using TMSCF3 as the Trifluoromethyl Source
Organometallics, 2020Co-Authors: Katrine Domino, Kim Daasbjerg, Martin B. Johansen, Troels SkrydstrupAbstract:We have performed a series of stoichiometric studies in order to identify viable steps for a hypothetical catalytic cycle for the palladium-mediated Carbonylative Coupling of an aryl bromide with T...
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Access to β‐Ketonitriles through Nickel‐Catalyzed Carbonylative Coupling of α‐Bromonitriles with Alkylzinc Reagents
Chemistry (Weinheim an der Bergstrasse Germany), 2019Co-Authors: Aske S. Donslund, Karoline T. Neumann, Nicklas P. Corneliussen, Ebbe K. Grove, Domenique Herbstritt, Kim Daasbjerg, Troels SkrydstrupAbstract:Herein, we report a nickel-catalyzed Carbonylative Coupling of α-bromonitriles and alkylzinc reagents with near stoichiometric carbon monoxide to give β-ketonitriles in good yields. The reaction is catalyzed by a readily available and stable nickel(II) pincer complex. The developed protocol tolerates substrates bearing a variety of functional groups, which would be problematic or incompatible with previous synthetic methods. Additionally, we demonstrate the suitability of the method for carbon isotope labeling by the synthesis of 13 C-labeled β-ketonitriles and their transformation into isotopically labeled heterocycles.
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Carbonylative Coupling of alkyl zinc reagents with benzyl bromides catalyzed by a nickel nn2 pincer ligand complex
Angewandte Chemie, 2018Co-Authors: Thomas Levin Andersen, Karoline T. Neumann, Aske S. Donslund, Troels SkrydstrupAbstract:An efficient catalytic protocol for the three-component assembly of benzyl bromides, carbon monoxide, and alkyl zinc reagents to give benzyl alkyl ketones is described, and represents the first nickel-catalyzed Carbonylative Coupling of two sp3 -carbon fragments. The method, which relies on the application of nickel complexed with an NN2 -type pincer ligand and a controlled release of CO gas from a solid precursor, works well with a range of benzylic bromides. Mechanistic studies suggest the intermediacy of carbon-centered radicals.
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Carbonylative Coupling of Alkyl Zinc Reagents with Benzyl Bromides Catalyzed by a Nickel/NN2 Pincer Ligand Complex
Angewandte Chemie (International ed. in English), 2017Co-Authors: Thomas Levin Andersen, Karoline T. Neumann, Aske S. Donslund, Troels SkrydstrupAbstract:An efficient catalytic protocol for the three-component assembly of benzyl bromides, carbon monoxide, and alkyl zinc reagents to give benzyl alkyl ketones is described, and represents the first nickel-catalyzed Carbonylative Coupling of two sp3 -carbon fragments. The method, which relies on the application of nickel complexed with an NN2 -type pincer ligand and a controlled release of CO gas from a solid precursor, works well with a range of benzylic bromides. Mechanistic studies suggest the intermediacy of carbon-centered radicals.
Jin-bao Peng - One of the best experts on this subject based on the ideXlab platform.
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Palladium-Catalyzed Regioselective Carbonylative Coupling/Amination of Aryl Iodides with Unactivated Alkenes: Efficient Synthesis of β-Aminoketones
ACS Catalysis, 2019Co-Authors: Jin-bao Peng, Hui-qing Geng, Jun YingAbstract:The Carbonylative Coupling of aryl halides with unactivated alkenes remains a challenge, because of the low reactivity of acyl-palladium intermediate to the olefins. In this paper, a palladium-cata...
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Palladium-Catalyzed Regioselective Carbonylative Coupling/Amination of Aryl Iodides with Unactivated Alkenes: Efficient Synthesis of β-Aminoketones
ACS Catalysis, 2019Co-Authors: Jin-bao Peng, Hui-qing Geng, Jun YingAbstract:The Carbonylative Coupling of aryl halides with unactivated alkenes remains a challenge, because of the low reactivity of acyl-palladium intermediate to the olefins. In this paper, a palladium-catalyzed Carbonylative Coupling/amination of aryl iodides with unactivated alkenes for the synthesis of β-aminoketone derivatives has been developed. With the assistance of a directing group (8-aminoquinoline, AQ), the coordination of the olefin to acyl-palladium complex can be enhanced, thereby promoting the acylpalladation across the C═C double bonds. A broad range of β-aminoketone derivatives were prepared in moderate to excellent yields with complete regioselectivity by using 4-pentenoic and 2-vinylbenzoic amide derivatives as the starting materials. This methodology involves the formation of two C–C bonds as well as one C–N bond, and provided a method for the Carbonylative difunctionalization of unactivated alkenes.
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Palladium-Catalyzed Regioselective Carbonylative Coupling/Amination of Aryl Iodides with Unactivated Alkenes: Efficient Synthesis of β‑Aminoketones
2019Co-Authors: Jin-bao Peng, Hui-qing Geng, Jun YingAbstract:The Carbonylative Coupling of aryl halides with unactivated alkenes remains a challenge, because of the low reactivity of acyl-palladium intermediate to the olefins. In this paper, a palladium-catalyzed Carbonylative Coupling/amination of aryl iodides with unactivated alkenes for the synthesis of β-aminoketone derivatives has been developed. With the assistance of a directing group (8-aminoquinoline, AQ), the coordination of the olefin to acyl-palladium complex can be enhanced, thereby promoting the acylpalladation across the CC double bonds. A broad range of β-aminoketone derivatives were prepared in moderate to excellent yields with complete regioselectivity by using 4-pentenoic and 2-vinylbenzoic amide derivatives as the starting materials. This methodology involves the formation of two C–C bonds as well as one C–N bond, and provided a method for the Carbonylative difunctionalization of unactivated alkenes
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Nickel-Catalyzed Molybdenum-Promoted Carbonylative Synthesis of Benzophenones.
The Journal of organic chemistry, 2018Co-Authors: Jin-bao Peng, Jun YingAbstract:A nickel-catalyzed molybdenum-promoted Carbonylative Coupling reaction for the synthesis of benzophenones from aryl iodides has been developed. Various substituted diaryl ketones were synthesized in moderate to excellent yields under CO-gas-free conditions. A synergetic effect of both nickel and molybdenum has been observed, which is also responsible for the success of this transformation.
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Nickel-Catalyzed Molybdenum-Promoted Carbonylative Synthesis of Benzophenones
2018Co-Authors: Jin-bao Peng, Jun YingAbstract:A nickel-catalyzed molybdenum-promoted Carbonylative Coupling reaction for the synthesis of benzophenones from aryl iodides has been developed. Various substituted diaryl ketones were synthesized in moderate to excellent yields under CO-gas-free conditions. A synergetic effect of both nickel and molybdenum has been observed, which is also responsible for the success of this transformation
Helfried Neumann - One of the best experts on this subject based on the ideXlab platform.
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Palladium‐Catalyzed Oxidative Carbonylative Coupling of Arylboronic Acids with Terminal Alkynes to Alkynones.
ChemInform, 2015Co-Authors: Kishore Natte, Jianbin Chen, Helfried Neumann, Matthias BellerAbstract:The first examples of an oxidative Carbonylative Coupling of arylboronic acids with alkynes, a missing link in Carbonylative Coupling reactions, are given
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palladium catalyzed oxidative Carbonylative Coupling of arylboronic acids with terminal alkynes to alkynones
ChemInform, 2015Co-Authors: Kishore Natte, Jianbin Chen, Helfried Neumann, Matthias BellerAbstract:The first examples of an oxidative Carbonylative Coupling of arylboronic acids with alkynes, a missing link in Carbonylative Coupling reactions, are given
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base controlled selectivity in the synthesis of linear and angular fused quinazolinones by a palladium catalyzed carbonylation nucleophilic aromatic substitution sequence
ChemInform, 2015Co-Authors: Jianbin Chen, Kishore Natte, Helfried Neumann, Matthias Beller, Anke Spannenberg, Peter Langer, Xiaofeng WuAbstract:The Pd-catalyzed Carbonylative Coupling of ortho-fluoro substituted bromobenzenes with 2-aminopyridines is reported.
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Base‐Controlled Selectivity in the Synthesis of Linear and Angular Fused Quinazolinones by a Palladium‐Catalyzed Carbonylation/Nucleophilic Aromatic Substitution Sequence.
ChemInform, 2014Co-Authors: Jianbin Chen, Kishore Natte, Helfried Neumann, Anke Spannenberg, Peter Langer, Matthias BellerAbstract:The Pd-catalyzed Carbonylative Coupling of ortho-fluoro substituted bromobenzenes with 2-aminopyridines is reported.
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highly efficient four component synthesis of 4 3h quinazolinones palladium catalyzed Carbonylative Coupling reactions
ChemInform, 2014Co-Authors: Helfried Neumann, Matthias BellerAbstract:A novel Pd-catalyzed four-component Carbonylative-Coupling for the construction of N-substituted 4(3H)-quinazolinones in a one-pot manner is presented.