{"product_id":"coppermediated-crosscoupling-reactions-9781118060452","title":"CopperMediated CrossCoupling Reactions","description":"\u003cb\u003eBook Synopsis\u003c\/b\u003e\u003cbr\u003e\u003cp\u003eProviding comprehensive insight into the use of copper in cross-coupling reactions,\u003ci\u003eCopper-Mediated Cross-Coupling Reactions\u003c\/i\u003eprovides a complete up-to-date collection of the available reactions and catalytic systems for the formation of carbon-heteroatom and carbon-carbon bonds. This essential reference covers a broad scope of copper-mediated reactions, their variations, key advances, improvements, and an array of academic and industrial applications that have revolutionized the field of organic synthesis.The text also discusses the mechanism of these transformations, the use of copper as cost-efficient alternative to palladium, as well as recently developed methods for conducting copper-mediated reactions with supported catalysts.\u003c\/p\u003e\u003cbr\u003e\u003cbr\u003e\u003cb\u003eTrade Review\u003c\/b\u003e\u003cbr\u003e\u003cp\u003e“The book is a key resource for copper chemistry and a must-have, for experts and students alike.”  (\u003ci\u003eAngewandte Chemie\u003c\/i\u003e, 30 May 2014)\u003c\/p\u003e \u003cp\u003e \u003c\/p\u003e\u003cbr\u003e\u003cbr\u003e\u003cb\u003eTable of Contents\u003c\/b\u003e\u003cbr\u003e\u003cp\u003eFOREWORD xvii\u003c\/p\u003e \u003cp\u003eStephen L. Buchwald\u003c\/p\u003e \u003cp\u003ePREFACE: COPPER CATALYSIS FROM A HISTORICAL PERSPECTIVE: A LEGACY FROM THE PAST xix\u003c\/p\u003e \u003cp\u003eGwilherm Evano and Nicolas Blanchard\u003c\/p\u003e \u003cp\u003eCONTRIBUTORS xxxiii\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART I FORMATION OF C–HETEROATOM BONDS 1\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e\u003cb\u003e1 Modern Ullmann–Goldberg Chemistry: Arylation of N-Nucleophiles with Aryl Halides 3\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eYongwen Jiang and Dawei Ma\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e1.1 Introduction, 3\u003c\/p\u003e \u003cp\u003e1.2 Arylation of Amines, 4\u003c\/p\u003e \u003cp\u003e1.3 Arylation of Amides, Imides, and Carbamates, 15\u003c\/p\u003e \u003cp\u003e1.4 Arylation of Conjugated N-Heterocycles, 24\u003c\/p\u003e \u003cp\u003e1.5 Synthesis of Anilines by Coupling with Ammonia or Synthetic Equivalents, 32\u003c\/p\u003e \u003cp\u003e1.6 Conclusion and Future Prospects, 37\u003c\/p\u003e \u003cp\u003eReferences, 37\u003c\/p\u003e \u003cp\u003e\u003cb\u003e2 Ullmann Condensation Today: Arylation of Alcohols and Thiols with Aryl Halides 41\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eAnis Tlili and Marc Taillefer\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e2.1 Introduction, 41\u003c\/p\u003e \u003cp\u003e2.2 Formation of C–O Bonds via Copper-Catalyzed Cross-Coupling Reactions with Aryl Halides, 42\u003c\/p\u003e \u003cp\u003e2.3 Formation of C–S Bonds via Copper-Catalyzed Cross-Coupling Reactions with Aryl Halides, 67\u003c\/p\u003e \u003cp\u003e2.4 Conclusion, 84\u003c\/p\u003e \u003cp\u003eReferences, 86\u003c\/p\u003e \u003cp\u003e\u003cb\u003e3 Copper-Catalyzed Formation of C–P Bonds with Aryl Halides 93\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eCarole Alayrac and Annie-Claude Gaumont\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e3.1 Introduction, 93\u003c\/p\u003e \u003cp\u003e3.2 Arylation of Phosphines, 94\u003c\/p\u003e \u003cp\u003e3.3 Arylation of Phosphine Oxides and Phosphites, 98\u003c\/p\u003e \u003cp\u003e3.4 Conclusion, 110\u003c\/p\u003e \u003cp\u003eReferences, 110\u003c\/p\u003e \u003cp\u003e\u003cb\u003e4 Alternative and Emerging Reagents for the Arylation of Heteronucleophiles 113\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eLuc Neuville\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e4.1 Introduction, 113\u003c\/p\u003e \u003cp\u003e4.2 Chan–Lam–Evans Coupling: Copper(II)-Promoted Oxidative Aryl Transfer from Arylboron Derivatives, 115\u003c\/p\u003e \u003cp\u003e4.3 Copper-Promoted Aryl Transfer from Metallated Aryl Derivatives (Nonboron), 141\u003c\/p\u003e \u003cp\u003e4.4 Copper-Catalyzed Arylation Reactions Involving Masked S- and N-Nucleophiles, 151\u003c\/p\u003e \u003cp\u003e4.5 Copper-Catalyzed Direct Heterofunctionalization of Aromatic C–H Bonds, 160\u003c\/p\u003e \u003cp\u003e4.6 Conclusion and Future Prospects, 178\u003c\/p\u003e \u003cp\u003eReferences, 178\u003c\/p\u003e \u003cp\u003e\u003cb\u003e5 Beyond Ullmann–Goldberg Chemistry: Vinylation, Alkynylation, and Allenylation of Heteronucleophiles 187\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eKévin Jouvin and Gwilherm Evano\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e5.1 Introduction, 187\u003c\/p\u003e \u003cp\u003e5.2 Copper-Mediated Alkenylation of Heteronucleophiles: Among the Best Routes to Heteroatom-Substituted Alkenes, 189\u003c\/p\u003e \u003cp\u003e5.3 Alkynylation of Heteronucleophiles: The Emergence of General Methods for the Synthesis of Heteroatom-Substituted Alkynes, 219\u003c\/p\u003e \u003cp\u003e5.4 Allenylation of Heteronucleophiles: New Tools for the Synthesis of Allenamides, 232\u003c\/p\u003e \u003cp\u003e5.5 Conclusion and Future Prospects, 233\u003c\/p\u003e \u003cp\u003eReferences, 234\u003c\/p\u003e \u003cp\u003e\u003cb\u003e6 Aromatic\/Vinylic Finkelstein Reaction 239\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eAlicia Casitas and Xavi Ribas\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e6.1 Introduction, 239\u003c\/p\u003e \u003cp\u003e6.2 Copper-Mediated Halogen Exchange Reactions in Aryl Halides, 241\u003c\/p\u003e \u003cp\u003e6.3 Most Recent Developments and Overview, 247\u003c\/p\u003e \u003cp\u003eReferences, 249\u003c\/p\u003e \u003cp\u003e\u003cb\u003e7 Insights into the Mechanism of Modern Ullmann–Goldberg Coupling Reactions 253\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eAlicia Casitas and Xavi Ribas\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e7.1 General View and Key Mechanistic Aspects, 253\u003c\/p\u003e \u003cp\u003e7.2 Oxidation State of Copper Catalysts, 254\u003c\/p\u003e \u003cp\u003e7.3 Identity of the Active Copper(I) Complex, 255\u003c\/p\u003e \u003cp\u003e7.4 Activation Mode of Aryl Halides by Copper Complexes, 261\u003c\/p\u003e \u003cp\u003e7.5 Overview, Conclusions, and Future Prospects, 275\u003c\/p\u003e \u003cp\u003eReferences, 277\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART II FORMATION OF C–C BONDS 281\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e\u003cb\u003e8 Modern Copper-Catalyzed Hurtley Reaction: Efficient C-Arylation of CH-Acid Derivatives 283\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eIrina P. Beletskaya and Alexey Yu. Fedorov\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e8.1 Introduction, 283\u003c\/p\u003e \u003cp\u003e8.2 Classical Hurtley Reaction, 285\u003c\/p\u003e \u003cp\u003e8.3 Ligation Effect in Copper-Catalyzed Reactions of Aryl Halides with Carbanions, 286\u003c\/p\u003e \u003cp\u003e8.4 Cascade Reactions Proceeding via a Hurtley Arylation Reaction, 293\u003c\/p\u003e \u003cp\u003e8.5 Mechanism of the Copper-Catalyzed C-Arylation Reactions, 303\u003c\/p\u003e \u003cp\u003e8.6 Concluding Remarks, 308\u003c\/p\u003e \u003cp\u003eReferences, 308\u003c\/p\u003e \u003cp\u003e\u003cb\u003e9 Copper-Catalyzed Cyanations of Aryl Halides and Related Compounds 313\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eThomas Schareina and Matthias Beller\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e9.1 Introduction, 313\u003c\/p\u003e \u003cp\u003e9.2 Modifications and Updates of Classical Cyanation Reactions (Rosenmund–von Braun, Sandmeyer), 315\u003c\/p\u003e \u003cp\u003e9.3 Copper-Catalyzed Cyanations of Aryl Halides, 316\u003c\/p\u003e \u003cp\u003e9.4 Copper-Mediated Oxidative Cyanations, 324\u003c\/p\u003e \u003cp\u003e9.5 Conclusion, 331\u003c\/p\u003e \u003cp\u003eReferences, 331\u003c\/p\u003e \u003cp\u003e\u003cb\u003e10 Copper-Mediated Aryl–Aryl Bond Formation Leading to Biaryls: A Century after the Ullmann Breakthrough 335\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eYoshihiko Yamamoto\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e10.1 Introduction, 335\u003c\/p\u003e \u003cp\u003e10.2 Biaryl Synthesis by Coupling of Aryl Halides and Diazonium Salts, 336\u003c\/p\u003e \u003cp\u003e10.3 Biaryl Synthesis by Coupling of Aryltin, Boron, and Silanes, 347\u003c\/p\u003e \u003cp\u003e10.4 Biaryl Synthesis by Arylation Involving Arene C–H or C–C Bond Fission, 357\u003c\/p\u003e \u003cp\u003e10.5 Biaryl Synthesis by Oxidative Coupling of 2-Naphthols, 376\u003c\/p\u003e \u003cp\u003e10.6 Conclusions and Outlook, 387\u003c\/p\u003e \u003cp\u003eReferences, 388\u003c\/p\u003e \u003cp\u003e\u003cb\u003e11 Copper-Catalyzed Alkynylation, Alkenylation, and Allylation Reactions of Aryl Derivatives 401\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eRen-Jie Song and Jin-Heng Li\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e11.1 Introduction, 401\u003c\/p\u003e \u003cp\u003e11.2 Copper-Catalyzed Alkynylation of Aryl Derivatives, 402\u003c\/p\u003e \u003cp\u003e11.3 Copper-Catalyzed Alkenylation of Aryl Derivatives, 432\u003c\/p\u003e \u003cp\u003e11.4 Copper-Catalyzed Strategies for the Formation of Allyl–Aryl Bonds, 445\u003c\/p\u003e \u003cp\u003e11.5 Conclusion and Outlook, 450\u003c\/p\u003e \u003cp\u003eReferences, 450\u003c\/p\u003e \u003cp\u003e\u003cb\u003e12 Copper-Catalyzed Alkynylation and Alkenylation Reactions of Alkynyl Derivatives: New Access to Diynes and Enynes 455\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eRuimao Hua\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e12.1 Introduction, 455\u003c\/p\u003e \u003cp\u003e12.2 Copper-Catalyzed Synthesis of Symmetrical and Unsymmetrical 1,3-Diynes, 456\u003c\/p\u003e \u003cp\u003e12.3 Copper-Catalyzed Synthesis of 1,4-Diynes, 468\u003c\/p\u003e \u003cp\u003e12.4 Synthesis of 1,3-Enynes by Direct Reaction of Vinyl Halides with Alkynes, 468\u003c\/p\u003e \u003cp\u003e12.5 Synthesis of 1,3-Enynes by Stille-Type Cross-Coupling Reaction, 474\u003c\/p\u003e \u003cp\u003e12.6 Synthesis of 1,3-Enynes by the Suzuki–Miyaura-Type Cross-Coupling Reaction, 476\u003c\/p\u003e \u003cp\u003e12.7 Synthesis of 1,4-Enynes by Allylation Reaction of Terminal Alkynes, 478\u003c\/p\u003e \u003cp\u003e12.8 Conclusion, 480\u003c\/p\u003e \u003cp\u003eReferences, 480\u003c\/p\u003e \u003cp\u003e\u003cb\u003e13 Copper-Mediated Alkenylation Reaction of Alkenyl Derivatives: A Straightforward Elaboration of 1,3-Dienes 485\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eHao Li, Songbai Liu, and Lanny S. Liebeskind\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e13.1 Introduction, 485\u003c\/p\u003e \u003cp\u003e13.2 Symmetrical 1,3-Dienes by Homocoupling Reaction of Vinyl Derivatives, 486\u003c\/p\u003e \u003cp\u003e13.3 Unsymmetrical 1,3-Dienes by Cross-Coupling Reactions, 496\u003c\/p\u003e \u003cp\u003e13.4 Conclusions, 510\u003c\/p\u003e \u003cp\u003eReferences, 511\u003c\/p\u003e \u003cp\u003e\u003cb\u003e14 Emerging Areas in Copper-Mediated Trifl uoromethylations of Aryl Derivatives: Catalytic and Oxidative Cross-Coupling Processes 515\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eKévin Jouvin, Céline Guissart, Cédric Theunissen, and Gwilherm Evano\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e14.1 Introduction, 515\u003c\/p\u003e \u003cp\u003e14.2 Copper-Catalyzed Trifluoromethylation of Aryl Halides: A Long-Lasting Quest Finally Reached, 517\u003c\/p\u003e \u003cp\u003e14.3 Copper-Mediated Oxidative Trifl uoromethylation Reactions, 523\u003c\/p\u003e \u003cp\u003e14.4 Conclusion and Future Prospects, 528\u003c\/p\u003e \u003cp\u003eReferences, 528\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART III APPLICATIONS OF COPPER-CATALYZED CROSS-COUPLING REACTIONS: HETEROCYCLES, NATURAL PRODUCTS, PROCESS, AND SUSTAINABLE CHEMISTRY 531\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e\u003cb\u003e15 Copper-Mediated Cyclization Reactions: New Entries to Heterocycles 533\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eDaoshan Yang and Hua Fu\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e15.1 Introduction, 533\u003c\/p\u003e \u003cp\u003e15.2 Cyclization by C–N Bond Formation, 534\u003c\/p\u003e \u003cp\u003e15.3 Cyclization by C–O Bond Formation, 560\u003c\/p\u003e \u003cp\u003e15.4 Cyclization by C–C Bond Formation, 567\u003c\/p\u003e \u003cp\u003e15.5 Copper-Catalyzed Double Cross-Coupling Reactions for the Assembly of Heterocycles, 576\u003c\/p\u003e \u003cp\u003e15.6 Conclusion and Future Prospects, 583\u003c\/p\u003e \u003cp\u003eReferences, 584\u003c\/p\u003e \u003cp\u003e\u003cb\u003e16 Application of Copper-Mediated C–N Bond Formation in Complex Molecules Synthesis 589\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eJihoon Lee and James S. Panek\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e16.1 Introduction, 589\u003c\/p\u003e \u003cp\u003e16.2 Aryl Amination in Complex Molecule Synthesis, 590\u003c\/p\u003e \u003cp\u003e16.3 Aryl Amidation in Complex Molecule Synthesis, 595\u003c\/p\u003e \u003cp\u003e16.4 Arylation of N-Heterocycles in Complex Molecule Synthesis, 601\u003c\/p\u003e \u003cp\u003e16.5 Vinyl Amidation in Complex Molecule Synthesis, 606\u003c\/p\u003e \u003cp\u003e16.6 Alkyne Amidation in Complex Molecule Synthesis, 620\u003c\/p\u003e \u003cp\u003e16.7 Intramolecular C–N Bond Formation in Natural Product Synthesis, 622\u003c\/p\u003e \u003cp\u003e16.8 Summary and Outlook, 637\u003c\/p\u003e \u003cp\u003eReferences, 638\u003c\/p\u003e \u003cp\u003e\u003cb\u003e17 Natural Products and C–O\/C–S Bond-Forming Reactions: Copper Showed the Way 643\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eDoron Pappo\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e17.1 Introduction, 643\u003c\/p\u003e \u003cp\u003e17.2 Total Synthesis of Naturally Occurring Diaryl Ethers by Arylation of Phenols, 644\u003c\/p\u003e \u003cp\u003e17.3 Intramolecular Diaryl Ether Bond-Forming Reactions, 659\u003c\/p\u003e \u003cp\u003e17.4 Arylation of Alcohols, 666\u003c\/p\u003e \u003cp\u003e17.5 Vinylation of Alcohols, 673\u003c\/p\u003e \u003cp\u003e17.6 Copper-Mediated C–S Bond Formation in Natural Product Synthesis, 675\u003c\/p\u003e \u003cp\u003e17.7 Conclusion and Future Prospects, 677\u003c\/p\u003e \u003cp\u003eReferences, 678\u003c\/p\u003e \u003cp\u003e\u003cb\u003e18 Copper-Catalyzed C–C Bond Formation in Natural Product Synthesis: Elegant and Efficient Solutions to a Key Bond Disconnection 683\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eMorgan Donnard and Nicolas Blanchard\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e18.1 Introduction, 683\u003c\/p\u003e \u003cp\u003e18.2 Natural Biaryls by Copper-Catalyzed Cross Coupling, 684\u003c\/p\u003e \u003cp\u003e18.3 Copper-Catalyzed 1,3-Enyne Formation, 691\u003c\/p\u003e \u003cp\u003e18.4 Copper-Mediated Synthesis of Dienes, Trienes, and Extended Polyenes, 694\u003c\/p\u003e \u003cp\u003e18.5 Copper-Catalyzed Synthesis of 1,N-Polyynes Natural Products, 711\u003c\/p\u003e \u003cp\u003e18.6 Conclusions and Future Prospects, 718\u003c\/p\u003e \u003cp\u003eReferences, 719\u003c\/p\u003e \u003cp\u003e\u003cb\u003e19 Process Chemistry and Copper Catalysis 725\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eKlaus Kunz and Norbert Lui\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e19.1 Introduction and Scope, 725\u003c\/p\u003e \u003cp\u003e19.2 Copper versus Palladium, 727\u003c\/p\u003e \u003cp\u003e19.3 Applications, 727\u003c\/p\u003e \u003cp\u003e19.4 Conclusion, 739\u003c\/p\u003e \u003cp\u003eReferences, 740\u003c\/p\u003e \u003cp\u003e\u003cb\u003e20 Reusable Catalysts for Copper-Mediated Cross-Coupling Reactions under Heterogeneous Conditions 745\u003c\/b\u003e\u003cbr\u003e \u003ci\u003eZhiyong Wang, Changfeng Wan, and Ye Wang\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e20.1 Introduction, 745\u003c\/p\u003e \u003cp\u003e20.2 Copper Nanoparticle-Catalyzed Cross-Coupling Reactions, 746\u003c\/p\u003e \u003cp\u003e20.3 Supported Copper-Catalyzed Cross-Coupling Reaction, 766\u003c\/p\u003e \u003cp\u003e20.4 Conclusion, 780\u003c\/p\u003e \u003cp\u003eReferences, 780\u003c\/p\u003e \u003cp\u003eINDEX 785\u003c\/p\u003e","brand":"John Wiley \u0026 Sons Inc","offers":[{"title":"Default Title","offer_id":49406825103703,"sku":"9781118060452","price":161.95,"currency_code":"GBP","in_stock":true}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/0817\/1739\/5799\/files\/9781118060452.jpg?v=1730497244","url":"https:\/\/bookcurl.com\/products\/coppermediated-crosscoupling-reactions-9781118060452","provider":"Book Curl","version":"1.0","type":"link"}