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The Resource New Carbon-Carbon Coupling Reactions Based on Decarboxylation and Iron-Catalyzed C-H Activation

New Carbon-Carbon Coupling Reactions Based on Decarboxylation and Iron-Catalyzed C-H Activation

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New Carbon-Carbon Coupling Reactions Based on Decarboxylation and Iron-Catalyzed C-H Activation
Title
New Carbon-Carbon Coupling Reactions Based on Decarboxylation and Iron-Catalyzed C-H Activation
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Subject
Language
eng
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MiAaPQ
Literary form
non fiction
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dictionaries
Series statement
Springer Theses Ser
New Carbon-Carbon Coupling Reactions Based on Decarboxylation and Iron-Catalyzed C-H Activation
Label
New Carbon-Carbon Coupling Reactions Based on Decarboxylation and Iron-Catalyzed C-H Activation
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http://libproxy.rpi.edu/login?url=https://ebookcentral.proquest.com/lib/rpi/detail.action?docID=4768849
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Carrier category
online resource
Carrier category code
cr
Carrier MARC source
rdacarrier
Color
multicolored
Content category
text
Content type code
txt
Content type MARC source
rdacontent
Contents
  • Supervisor's Foreword -- Parts of this thesis have been published in the following journal articles: -- Acknowledgements -- Contents -- New Carbon-Carbon Coupling Reactions Based on Decarboxylation -- 1 Transition Metal-Catalyzed Decarboxylation and Decarboxylative Cross-Couplings -- Abstract -- 1.1 Introduction -- 1.2 Metal-Catalyzed Decarboxylation Reactions -- 1.2.1 Cu-Catalyzed Protodecarboxylation -- 1.2.2 Ag-Catalyzed Protodecarboxylation -- 1.2.3 Au-Catalyzed Protodecarboxylation -- 1.2.4 Pd-Catalyzed Protodecarboxylation -- 1.2.5 Rh-Catalyzed Protodecarboxylation -- 1.3 Decarboxylative C-C Cross-Coupling Reactions -- 1.3.1 Cross-Coupling Between C-COOH and C-X Bonds -- 1.3.1.1 Biaryl Formation (Suzuki and Stille Type Decarboxylative Cross-Coupling Reactions) -- 1.3.1.2 Aryl Alkyne Formation -- 1.3.1.3 Aryl Ketone Formation -- 1.3.1.4 Aryl Ester Formation -- 1.3.1.5 Decarboxylative Cross-Coupling of C(sp3)-COOH and C-X -- 1.3.1.6 Other Examples -- 1.3.2 Decarboxylative Heck Couplings -- 1.3.3 Decarboxylative Cross-Coupling of Activated C-H/C-COOH -- 1.3.3.1 Pd-Catalyzed Versions -- 1.3.3.2 Cu-Catalyzed Versions -- 1.3.3.3 Fe-Catalyzed Versions -- 1.3.4 Cross-Coupling Between C-COOH and C-M Bonds -- 1.3.4.1 Cross-Coupling Between C-COOH and C-COOH Bonds -- 1.4 Decarboxylative Carbon-Heteroatom Cross-Coupling -- 1.4.1 Decarboxylative C-N Cross-Coupling -- 1.4.2 Decarboxylative C-S Cross-Coupling -- 1.4.3 Decarboxylative C-P Cross-Coupling -- 1.4.4 Decarboxylative C-Halide Cross-Coupling -- 1.5 Decarboxylative Addition Reactions -- 1.5.1 Additions to Aldehydes and Imines -- 1.5.2 Additions to Alkynes -- 1.5.3 Additions to Nitriles -- 1.5.4 1,4-Additions -- 1.6 Other Intramolecular Decarboxylative Coupling Reactions -- 1.6.1 Decarboxylative Coupling Reaction of Allyl Carboxylates -- 1.6.2 Intramolecular Decarboxylative Cyclization
  • 1.7 Application of Decarboxylative Coupling Method in the Synthesis of Important Molecules -- 1.8 Conclusions and Perspectives -- References -- 2 Palladium-Catalyzed Decarboxylative Coupling of Potassium Oxalate Monoester with Aryl and Alkenyl Halides -- Abstract -- 2.1 Introduction -- 2.2 Results and Discussion -- 2.2.1 Investigation of the Reaction Conditions -- 2.2.2 Exploration of the Substrate Scope -- 2.2.3 Mechanistic Study -- 2.3 Conclusion -- 2.4 Experimental Section and Compound Data -- 2.4.1 General Information -- 2.4.2 Experimental Procedure -- 2.4.3 Characterization of the Products -- References -- 3 Synthesis of Polyfluorobiaryls via Copper-Catalyzed Decarboxylative Couplings of Potassium Polyfluorobenzoates with Aryl Bromides and Iodides -- Abstract -- 3.1 Introduction -- 3.2 Results and Discussion -- 3.2.1 Investigation of Reaction Condition -- 3.2.2 Exploration of the Substrate Scope -- 3.2.3 Mechanistic Study -- 3.3 Conclusion -- 3.4 Experimental Section and Compound Data -- 3.4.1 General Information -- 3.4.2 General Procedure -- 3.4.3 Characterization of the Products -- References -- 4 Palladium-Catalyzed Decarboxylative Couplings of Potassium Polyfluorobenzoates with Aryl Bromides, Chlorides, and Triflates -- Abstract -- 4.1 Introduction -- 4.1.1 Investigation of the Reaction Conditions -- 4.1.2 Exploration of the Substrate Scope -- 4.1.3 Mechanistic Study -- 4.1.4 The Cross-Coupling Controlled by the Ligands -- 4.2 Conclusion -- 4.3 Experimental Section and Compound Data -- 4.3.1 General Information -- 4.3.2 General Procedures -- 4.3.3 Characterization of the Products -- References -- 5 Construction of C(sp3)-C(sp2) Bonds Via Palladium-Catalyzed Decarboxylative Couplings of 2-(2-Azaaryl)Acetate Salts with Aryl Halides -- Abstract -- 5.1 Introduction -- 5.2 Results and Discussion -- 5.2.1 Investigation of the Reaction Conditions
  • 5.2.2 Exploration of the Substrate Scope -- 5.2.3 Mechanistic Study -- 5.3 Conclusion -- 5.4 Experimental Section and Compound Data -- 5.4.1 General Information -- 5.4.2 General Procedure -- 5.4.3 Characterization of the Products -- References -- 6 Synthesis of Ü-Aryl Nitriles and Ü-Aryl Acetate Esters Via Palladium-Catalyzed Decarboxylative Couplings of Ü-Cyano Aliphatic Carboxylate Salts and Malonate Monoester Salts with Aryl Halides -- Abstract -- 6.1 Introduction -- 6.2 Results and Discussion -- 6.2.1 Investigation of the Reaction Conditions -- 6.2.2 Exploration of the Substrate Scope -- 6.2.3 Application of the Method -- 6.2.4 Extending the Concept of Decarboxylative Ü-Arylation to the Synthesis of Ü-Aryl Acetates -- 6.3 Conclusion -- 6.4 Experiment Section and Compound Data -- 6.4.1 General Information -- 6.4.2 General Procedures -- 6.4.3 Characterization of the Products -- References -- 7 Palladium-Catalyzed Decarboxylative Couplings of Nitrophenyl Acetate Salts and Its Derivatives with Aryl Halides -- Abstract -- 7.1 Introduction -- 7.2 Results and Discussion -- 7.2.1 Investigation of the Reaction Conditions -- 7.2.2 Exploration of Substrate Scope -- 7.2.3 Application of the Reaction in Synthesis of 4-Aryl Quinolines and Dihydroquinolinones -- 7.2.4 Transformation of -NO2 by Sandmeyer Reaction -- 7.3 Conclusion -- 7.4 Experimental Section and Compound Data -- 7.4.1 General Information -- 7.4.2 General Procedures -- 7.4.3 Characterization of the Products -- References -- 8 Palladium-Catalyzed Decarboxylative Benzylation of Ü-Cyano Aliphatic Carboxylate Salts with Benzyl Electrophiles -- Abstract -- 8.1 Introduction -- 8.2 Results and Disscussion -- 8.2.1 Investigation of the Reaction Conditions -- 8.2.2 Study of the Substrate Scope -- 8.2.3 Proposed Reaction Mechanism -- 8.3 Conclusion -- 8.4 Experimental Section and Compound Data
  • 8.4.1 General Information -- 8.4.2 Experimental Procedure -- 8.4.3 Characterization of the Products -- References -- New Carbon-Carbon Coupling Reactions Based on Iron-Catalyzed C-H Activation -- 9 Recent Developments of Iron-Catalyzed Directed C-H Activation/C-C Bond Formation Reactions -- Abstract -- 9.1 Introduction -- 9.2 Iron-Catalyzed Direct Arylation of the C-H Bonds with Aryl Halides as the Arylation Reagents -- 9.3 Iron-Catalyzed Direct Activation of C-H Bond Using Organometallic Reagents -- References -- 10 Ý-Arylation of Carboxamides Via Iron-Catalyzed C(sp3)-H Bond Activation -- Abstract -- 10.1 Introduction -- 10.2 Results and Discussion -- 10.2.1 Investigation of the Reaction Conditions -- 10.2.2 Exploration of the Substrate Scope -- 10.2.3 Deuterated Experiments -- 10.3 Conclusion -- 10.4 Experimental Section and Compound Data -- 10.4.1 General Information -- 10.4.2 Investigation of the Key Reaction Parameters -- 10.4.3 Characterization of Compounds -- 10.4.4 Deuterium-Labeling and KIE Experiments -- References -- 11 Iron-Catalyzed Directed C(sp2)-H Bond Functionalization with Organoboron Compounds -- Abstract -- 11.1 Introduction -- 11.2 Results and Discussion -- 11.2.1 Investigation of the Reaction Conditions -- 11.2.2 Exploration of the Substrate Scope -- 11.2.3 Mechanistic Study -- 11.3 Conclusion -- 11.4 Experimental Section and Compound Data -- 11.4.1 General Information -- 11.4.2 Experimental Procedures -- 11.4.2.1 Investigation of the Key Reaction Parameters -- 11.4.2.2 General Procedure for Iron-Catalyzed Cross-Coupling of C(sp2)-H Substrate with Organoboronate -- 11.4.2.3 General Procedure for the Stoichiometric Experiments -- 11.4.2.4 11B-NMR Study -- References
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1 online resource (225 pages)
Form of item
online
Isbn
9789811031939
Media category
computer
Media MARC source
rdamedia
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