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Palladium-Catalyzed Propargylation/Allenylation/Allylation of Chloromethylarenes and Isomerization of Allylarenes

Abstract第5-6页
摘要第7-16页
1 Literature Review第16-49页
    1.1 General Introduction第16页
    1.2 Propargylation and Allenylation of (Hetero)aromatic Compounds第16-22页
        1.2.1 General Mechanism of Propargylation and Allenylation Reaction via Cross-Coupling Reactions第17-18页
        1.2.2 Synthesis of Propargylated/Allenylated Compounds from Propargylic Halidesor Allenylic Halides第18-19页
        1.2.3 Synthesis of Propargylated Compounds from Organoboron Reagents第19页
        1.2.4 Synthesis of Propargylated/Allenylated Compounds from Organozinc Reagents第19-20页
        1.2.5 Synthesis of Propargylated/Allenylated Compounds from Alkynes第20-21页
        1.2.6 Synthesis of Propargylated/Allenylated Compounds from Allenyltin Reagents第21-22页
    1.3 Allylation of (Hetero)aromatic Compounds第22-35页
        1.3.1 Biological Profile of Allylated Compounds第22-23页
        1.3.2 Friedel-Crafts Allylation Reaction第23-26页
        1.3.3 Transition-Metal-Catalyzed Allylation Reaction第26-30页
        1.3.4 Allylation Through Direct C-H Activation第30-35页
    1.4 Isomerization of Allylbenzenes into β-Methylstyrenes第35-46页
        1.4.1 Biological Profile of β-Methylstyrenes第35-36页
        1.4.2 Base-Catalyzed Isomerization of Allylbenzenes into β-Methylstyrenes第36-38页
        1.4.3 Transition-Metal-Catalyzed Isomerization of Allylbenzenes第38-44页
        1.4.4 Mechanism of Transition-Metal-Catalyzed Isomerization of Allylbenzenes第44-46页
    1.5 Topic Selection and Research Motivation第46-49页
2 Palladium-Catalyzed Propargylative and Allenylative Dearomatization of 2-(Chloromethyl)thiophenes: Remarkable Effect of Solvents第49-75页
    2.1 Introduction第49-50页
    2.2 Experimental Section第50-67页
        2.2.1 Materials and Instruments第50-52页
        2.2.2 Representative Procedure for Preparation of Starting Materials (2-la)-(2-lo)第52-59页
        2.2.3 Representative experimental procedure for synthesis of propargylated products(2-2a)-(2-2o)第59页
        2.2.4 Representative experimental procedure for synthesis of allenylated products (2-3a)-(2-3i)第59-60页
        2.2.5 Characterization Data for All Products第60-67页
    2.3 Results and Discussion第67-72页
        2.3.1 Screening the Reaction Conditions第67-68页
        2.3.2 Substrate Scope Extension for Propargylation Reaction第68-70页
        2.3.3 Substrate Scope Extension for Allenylation第70-72页
    2.4 Reaction Mechanism第72-74页
    2.5 Summary第74-75页
3 Palladium-Catalyzed Regioselective Allylation of Chloromethyl(hetero)arenes withAllylpinacolborate第75-96页
    3.1 Introduction第75-76页
    3.2 Experimental Section第76-86页
        3.2.1 Materials and Instruments第76-77页
        3.2.2 Representative Procedure for Synthesis of Allylated Products (3-2a)-(3-5f)第77-78页
        3.2.3 Control Experiments第78-79页
        3.2.4 Characterization Data for All Products第79-86页
    3.3 Results and Discussion第86-93页
        3.3.1 Screening the Reaction Conditions第86-87页
        3.3.2 Substrate Scope Extension第87-93页
    3.4 Reaction Mechanism第93-95页
    3.5 Summary第95-96页
4 Facile Synthesis of β-Methylstyrenes via Palladium-Catalyzed Isomerization ofAllylbenzenes第96-109页
    4.1 Introduction第96-97页
    4.2 Experimental Section第97-102页
        4.2.1 Materials and Instruments第97-98页
        4.2.2 Representative Procedure for the Synthesis of Products (4-2a)-(4-2p)第98页
        4.2.3 Characterization Data for All Products第98-102页
    4.3 Results and Discussion第102-106页
        4.3.1 Screening the Conditions第102-103页
        4.3.2 Substrate Scope Extension第103-106页
    4.4 Reaction Mechanism第106-107页
    4.5 Summary第107-109页
5 Conclusion第109-110页
6 Innovation Points and Future Horizons第110-112页
    6.1 Innovation Points第110页
    6.2 Future Horizons第110-112页
References第112-129页
Copies of NMR Spectra of Some Selected Compounds第129-143页
Published Academic Papers During PhD Period第143-144页
Acknowledgement第144-145页
About the Author第145-147页

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