LEADER 05140nam 2200613Ia 450 001 9910830710703321 005 20170815163524.0 010 $a1-282-11850-1 010 $a9786612118500 010 $a3-527-62733-2 035 $a(CKB)1000000000774668 035 $a(EBL)481887 035 $a(OCoLC)413003441 035 $a(SSID)ssj0000204230 035 $a(PQKBManifestationID)11172511 035 $a(PQKBTitleCode)TC0000204230 035 $a(PQKBWorkID)10196082 035 $a(PQKB)10724196 035 $a(MiAaPQ)EBC481887 035 $a(PPN)152499741 035 $a(EXLCZ)991000000000774668 100 $a20081027d2009 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 00$aModern arylation methods$b[electronic resource] /$fedited by Lutz Ackermann 210 $aWeinheim $cWiley-VCH$dc2009 215 $a1 online resource (563 p.) 300 $aDescription based upon print version of record. 311 $a3-527-62732-4 311 $a3-527-31937-9 320 $aIncludes bibliographical references and index. 327 $aModern Arylation Methods; Contents; Preface; List of Contributors; 1 Arylation Reactions: A Historical Perspective; 1.1 Structure and Bonding of Benzene; 1.2 Syntheses of Substituted (Hetero)Arenes, and the Contents of this Book; Abbreviations; References; 2 Metal-Catalyzed Coupling Reactions with Aryl Chlorides, Tosylates and Fluorides; 2.1 Introduction; 2.2 Coupling Reactions of Aryl Chlorides; 2.2.1 Nickel-Catalyzed Cross-Couplings of Aryl Chlorides; 2.2.2 Palladium-Catalyzed Cross-Coupling Reactions; 2.2.2.1 Suzuki Reaction; 2.2.2.2 Stille Reaction; 2.2.2.3 Hiyama Coupling 327 $a2.2.2.4 Negishi Coupling2.2.2.5 Kumada Coupling; 2.3 Coupling Reactions of Aryl Fluorides; 2.4 Coupling Reactions of Aryl Tosylates; 2.5 Conclusions; Abbreviations; References; 3 Palladium-Catalyzed Arylations of Amines and ?-C-H Acidic Compounds; 3.1 Introduction; 3.2 Palladium-Catalyzed Arylations of Amines; 3.2.1 Historical Development; 3.2.2 Catalytic Systems; 3.2.2.1 Palladium Sources; 3.2.2.2 Ligands; 3.2.2.3 Bases; 3.2.2.4 Solvents; 3.2.3 Aryl Halides; 3.2.4 Arylsulfonic Acid Esters; 3.2.5 Heteroaromatic Electrophiles; 3.2.6 Amines as Nucleophiles 327 $a3.2.7 Amine Derivatives as Nucleophiles3.2.8 Applications; 3.2.9 Mechanistic Aspects; 3.2.10 Chirality; 3.3 Palladium-Catalyzed Arylations of ?-C-H Acidic Compounds; 3.3.1 Historical Development; 3.3.2 Catalytic Systems; 3.3.3 ?-Arylations of Esters; 3.3.4 ?-Arylations of Malonates and ?-Cyano Esters; 3.3.5 ?-Arylations of Ketones; 3.3.6 ?-Arylations of Amides; 3.3.7 ?-Arylations of Nitriles; 3.4 Summary and Conclusions; Abbreviations; References; 4 Copper-Catalyzed Arylations of Amines and Alcohols with Boron-Based Arylating Reagents; 4.1 Introduction 327 $a4.2 Discovery and Development of a New O-H Bond Arylation Reaction: From Stoichiometric to Catalytic in Copper4.3 Mechanistic Considerations; 4.4 Miscellaneous Applications; 4.4.1 Additional Applications with ArB(OH)(2); 4.4.2 Alternatives to ArB(OH)(2); 4.4.3 Alternatives to Phenols; 4.5 Development of a New N-H Bond Arylation Reaction; 4.5.1 Stoichiometric in Copper; 4.5.2 Alternatives to Boronic Acids; 4.6 Development of a New N-H Bond Arylation Reaction: Catalytic in Copper; 4.6.1 Proposed Mechanism; 4.6.2 Additional Important Non-N-H Arylation Examples; 4.7 Summary and Conclusions 327 $aAbbreviationsReferences; 5 Metal-Catalyzed Arylations of Nonactivated Alkyl (Pseudo)Halides via Cross-Coupling Reactions; 5.1 Introduction; 5.2 Palladium-Catalyzed Arylations of Alkyl (Pseudo)Halides; 5.3 Nickel-Catalyzed Arylations of Alkyl (Pseudo)Halides; 5.4 Iron-Catalyzed Arylations of Alkyl (Pseudo)Halides; 5.5 Copper- and Cobalt-Catalyzed Arylations of Alkyl (Pseudo)Halides; Abbreviations; References; 6 Arylation Reactions of Alkynes: The Sonogashira Reaction; 6.1 Introduction; 6.2 Palladium-Catalyzed Reactions: Ligands and Reaction Protocols; 6.2.1 Phosphine-Based Ligands 327 $a6.2.1.1 Copper-Free Catalytic Systems 330 $aToday, arylation methods are belonging to the most important reaction types in organic synthesis. Lutz Ackermann, a young and ambitious professor has gathered a number of top international authors to present the first comprehensive book on the topic. Starting from a historical review, the book covers hot topics like Palladium-catalyzed arylation of N-H and alpha-C-H-acidic Bonds, Copper-catalyzed arylation of N-H and O-H Bonds, direct arylation reactions, carbanion aromatic synthesis, arylation reactions of alkenes, alkynes and much more. This compact source of high quality information 606 $aArylation 606 $aOrganic compounds$xSynthesis 615 0$aArylation. 615 0$aOrganic compounds$xSynthesis. 676 $a541.39 701 $aAckermann$b Lutz$01606721 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910830710703321 996 $aModern arylation methods$93932666 997 $aUNINA