LEADER 09761nam 22004333 450 001 9910842399903321 005 20240307080220.0 010 $a1-119-71684-5 010 $a1-119-71685-3 035 $a(MiAaPQ)EBC31199669 035 $a(Au-PeEL)EBL31199669 035 $a(EXLCZ)9930753004900041 100 $a20240307d2024 uy 0 101 0 $aeng 135 $aurcnu|||||||| 181 $ctxt$2rdacontent 182 $cc$2rdamedia 183 $acr$2rdacarrier 200 10$aOrganic Reaction Mechanisms 2020 205 $a1st ed. 210 1$aNewark :$cJohn Wiley & Sons, Incorporated,$d2024. 210 4$d©2024. 215 $a1 online resource (623 pages) 225 1 $aOrganic Reaction Mechanisms Series 311 $a1-119-71683-7 327 $aCover -- Title Page -- Copyright -- List of Contributors -- Preface -- Contents -- Chapter 1 Reactions of Aldehydes and Ketones and Their Derivatives -- Formation and Reactions of Acetals and Related Species -- Reactions of Glucosides -- Reactions of Ketenes and Related Cumulenes -- Formation and Reactions of Nitrogen Derivatives -- Imines: Synthesis and General and Iminium Chemistry -- Mannich and Mannich?Type Reactions -- Stereoselective Hydrogenation of Imines, and Other Redox Processes -- Cyclizations of Imines -- Other Reactions of Imines -- Oximes, Oxime Ethers, and Oxime Esters -- Hydrazones and Related Species -- Iminium Ion Chemistry -- C C Bond Formation and Fission: Aldol and Related Reactions -- The Asymmetric Aldol -- The Morita-Baylis-Hilman Reaction and Its Aza?Variants -- Other Aldol and Aldol?Type Reactions -- The Michael Addition -- The Wittig and Other Olefinations -- Miscellaneous Additions -- Reactions of Enolates and Related Reactions -- Oxidation of Carbonyl Compounds -- Reduction of Carbonyl Compounds -- Miscellaneous Reactions -- References -- Chapter 2 Reactions of Carboxylic, Phosphoric, and Sulfonic Acids and Their Derivatives -- Intermolecular Catalysis and Reactions -- Carboxylic Acids and their Derivatives -- Phosphoric Acids and their Derivatives -- Sulfonic Acids and their Derivatives -- Intramolecular Catalysis and Neighboring Group Participation -- Biologically Significant Reactions -- Carboxylic Acids and their Derivatives -- References -- Chapter 3 Oxidation and Reduction -- Oxidation by Metal Ions and Related Species -- Chromium, Manganese, Nickel, and Cobalt -- Copper, Silver, and Gold -- Rhenium, Bismuth, and Tungsten -- Palladium, Iridium, Rhodium, and Platinum -- Group VIII Metals -- Cerium -- Oxidation by Compounds of Nonmetallic Elements -- Nitrogen, Sulfur, and Selenium -- Halogens. 327 $aOzonolysis and Ozonation -- Peracids and Peroxides -- Photochemical Oxidation and Singlet Oxygen -- Triplet Oxygen and Autoxidation -- Electrochemical Oxidations -- Other Oxidations -- Reduction by Metal Hydrides -- Hydrogenation -- Transfer Hydrogenation -- Other Reductions -- References -- Chapter 4a Nucleophilic Aromatic Substitution -- General -- Reactions of Arenediazonium Salts -- The SNAr Mechanism -- Meisenheimer and Related Complexes -- Benzyne and Related Intermediates -- Transition Metal?Catalyzed Carbon-Carbon Bond Formation -- References -- Chapter 4b Electrophilic Aromatic Substitution -- General Introduction -- Computational Studies -- Protonation and Deuteration -- Halogenation -- Chlorination -- Bromination -- Nitration -- Amidation, Amination, and Azidation -- Oxylation -- Sulfanylation and Sulfonation -- Metallation -- C C Bond?Forming Reactions -- Friedel-Crafts Alkylation -- Friedel-Crafts Acylation -- Arylation -- Miscellaneous FGIs -- References -- Chapter 5 Carbocations -- General -- Vinyl, Allyl, and Propargyl Cations -- Benzyl, Benzhydryl, and Trityl Cations -- Arenium Ions -- Chloronium, Iminium, Oxonium, Phosphirenium, Silylium, and Thionium Cations -- New Cations and Synthetic Methods -- Nonclassical Carbocations -- Carbocation Rearrangements -- Carbocations in Biosynthesis -- References -- Chapter 6 Nucleophilic Aliphatic Substitution 2020 -- Introduction -- General -- Computational Studies -- Nucleophiles -- Leaving Groups -- Substrates -- Alkylation -- Allylic and Propargylic Substitution -- Glycosyl Substitution -- Decarboxylative Substitution -- Cross?Coupling with Alkyl Halides -- C-H Activation Processes -- Reactions -- References -- Chapter 7 Carbanions and Electrophilic Aliphatic Substitution -- Carbanion Reactions -- Enolates and Related Species -- Organometallic Species -- Miscellaneous. 327 $aElectrophilic Aliphatic Substitution -- References -- Chapter 8 Elimination Reactions -- E2 Mechanisms -- Solvolytic Reactions -- Pyrolytic Reactions -- Elimination Reactions in Synthesis -- Other Reactions -- References -- Chapter 9 Addition Reactions: Polar Addition -- Reviews -- Electrophilic Additions -- Halogenation and Related Reactions -- Additions of ArSX, ArSeX, and Related Reagents -- Additions of Hydrogen Halides and Other Brønsted Acids -- Additions Mediated by Lewis Acids -- Additions of Electrophilic Carbon -- Additions of Electrophilic Nitrogen -- Additions of Electrophilic Oxygen -- Additions Initiated by Metals and Metal Ions as Electrophiles -- Additions Initiated by Light -- Miscellaneous Electrophilic Additions -- Nucleophilic Additions -- Additions to Multiple Bonds Conjugated with C O -- Additions to Multiple Bonds Activated by Other Electron?Withdrawing Groups -- Additions of Organometallics to Activated Double Bonds -- Additions Initiated by Light -- Miscellaneous Nucleophilic Additions -- Acronyms -- References -- Chapter 10 Addition Reactions: Cycloaddition -- [2?+?2]?Cycloaddition -- [2?+?3]?Cycloaddition -- [2?+?4]?Cycloaddition -- Miscellaneous -- References -- Chapter 11 Molecular Rearrangements -- Pericyclic and Addition Reactions -- [2,3]?Sigmatropic Rearrangement -- [3,3]?Sigmatropic, Cope, and Claisen Rearrangement -- [2?+?2] Cycloaddition -- Ene Diyne -- 1,3?Dipolar Rearrangement and Addition -- [3?+?2] Annulation -- [4?+?1] Annulation -- [5?+?4] Annulation -- Migration Reactions -- 1,2?H Migration -- 1,3?H Transfer -- 1,3?Rearrangement -- O to C Migration -- H Atom Transfer -- Skeletal Rearrangement -- Ring Opening and Closing Reactions -- Carbocations -- Cyclization -- Ring Opening -- Ring Contraction -- Ring Expansion -- Reaction Types -- Acid Induced -- Addition -- Pinacol -- CH Insertion. 327 $aBenzyl-Benzylic Rearrangement -- Azo?coupling -- Condensation -- Dimerization -- Trimerization -- Polymerization -- Isomerization -- Oxidation -- Reduction -- Functional Group -- Cyclopropane -- Aziridine -- Enolate -- Alkyne -- Allene -- Nitrone -- Azide -- Ylide -- Mass Spectra -- Reactive Species -- Photolysis -- Thermal and Pyrolysis -- Radical -- Carbene and Nitrene -- Radical Anion -- Named Reactions -- Banert Cascade -- Baeyer-Villiger Oxidation -- Beckman Rearrangement -- Bolton-Katritzky Rearrangement -- Carroll Rearrangement -- Curtius Rearrangement -- Dimroth Rearrangement -- Friedel-Craft -- Hofmann-Martius Rearrangement -- Knoevenagel?[1,5]?hydride Shift -- Michael Reaction -- Mannich -- Mallard -- Mumm Rearrangement -- Mallory Reaction -- Morita-Baylis-Hillman -- Nazarov Cyclization -- Negishi Cross?coupling -- Newman-Kwart Rearrangement -- Pechmann Condensation -- Pummerer -- Pictet-Spengler Reaction -- Sommelet-Hauser -- Stevens Rearrangement -- Smiles Rearrangement -- Truce-Smiles Rearrangement -- Wagner?Jauregg Reaction -- Wagner-Meerwein Rearrangement -- Wolff Rearrangement -- Wittig -- Boron, Fluorine, and Phosphorous -- B -- F -- P -- Metal Catalysts -- Ag -- Au -- Co -- Cu -- Fe -- Mg -- Si -- Pd -- In -- Ni -- Pd -- Rh -- Ir -- Biological -- Enzyme -- Steroid -- Sugar -- Miscellaneous -- References -- Chapter 12 Ligand?Promoted Catalyzed Reactions -- REACTIONS NOT INVOLVING C H BOND ACTIVATION -- Cross?Coupling Reactions with C C Bond Formation -- Cross?Coupling Reactions with C N Bond Formation -- Cross?Coupling Reactions with Other C X Bond Formation -- Cross?Coupling Reactions with Simultaneous C-C and C-C/C X Bond Formations -- Annulation Reactions and Others -- REACTIONS INVOLVING C H BOND ACTIVATION -- C-H Alkylation Reactions -- C-H Arylation Reactions -- Cross?Dehydrogenative Coupling (CDC) Reactions. 327 $aAnnulation Reactions -- C X Bond Formation via C-H Activation -- Other C-H Functionalizations -- References -- Chapter 13 Radical Reactions -- Generation and Trapping -- Probing Radical Reaction Mechanisms -- Biological Applications -- Functional Group Interconversions -- Organoboron Compounds -- Alkylbenzenes -- Nitrogen?containing Functional Groups -- Oxygen?Containing Functional Groups -- Sulfur?Containing Functional Groups -- Phosphorus?containing Functional Groups -- Allenes (Forming C-Heteroatom Bonds) -- Alkenes (Forming C-Heteroatom Bonds) -- Alkynes (Forming C-Heteroatom Bonds) -- Addition to Arenes and Heteroarenes (Forming C-Heteroatom Bonds) -- Cyclizations -- Three?Membered Ring Formation -- Five?Membered Ring Formation -- Six?Membered Ring Formation -- Intermolecular Additions -- Addition to Alkenes (Forming C C Bonds) -- Addition to Alkynes (Forming C C Bonds) -- Addition to Arenes and Heteroarenes (Forming C C Bonds) -- Cascade Reactions -- Initial Fragmentation -- Initial Intermolecular Addition -- Initial Cyclization -- Radical Cations -- References -- Subject Index -- EULA. 410 0$aOrganic Reaction Mechanisms Series 700 $aMoloney$b Mark G$0887051 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910842399903321 996 $aOrganic Reaction Mechanisms 2020$94145655 997 $aUNINA