Transition-Metal-Catalyzed C-H Functionalization of Heterocycles, 2 Volumes (eBook, ePUB)

Redaktion: Punniyamurthy, Tharmalingam; Kumar, Anil

• Format: ePub

Produktbeschreibung

Transition-Metal-Catalyzed C-H Functionalization of Heterocycles A comprehensive guide to recent advances in this field Constituting the majority of all known compounds, heterocycles are structures that incorporate one or more heteroatoms within their core, thus exhibiting properties that are quite different from their all-carbon analogs. They are fundamental to all fields of chemistry and, therefore, their synthesis and modification has attracted a great deal of attention in the recent years. In this vein, transition-metal-catalyzed C-H bond functionalization forms a crucial tool for generating and analyzing heterocyclic compounds. Transition-Metal-Catalyzed C-H Functionalization of Heterocycles, Two-Volume Set, showcases diverse C-H functionalization methodologies and their incorporation into the latest research. The chapters serve as an essential tool depicting detailed site-selective functionalization of heterocyclic cores, along with a comprehensive discussion on their mechanistic approaches. Readers of Transition-Metal-Catalyzed C-H Functionalization of Heterocycles, Two-Volume-Set will also find: * A detailed introduction to C-H activation along with the mechanistic aspects of transition-metal-catalyzed C-H bond activation reactions * Easy-to-use structures with each chapter dedicated to a type of heterocycle and its specific functionalization methodologies * A leading team of international authors in C-H bond functionalization Transition-Metal-Catalyzed C-H Functionalization of Heterocycles, Two-Volume-Set is a valuable guide for students and researchers in organic synthesis and process development, in both academic and industrial contexts.

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Produktdetails

• Verlag: John Wiley & Sons
• Seitenzahl: 960
• Erscheinungstermin: 28. März 2023
• Englisch
• ISBN-13: 9781119774150
• Artikelnr.: 67738183

Autorenporträt

Tharmalingam Punniyamurthy, PhD is Professor of Chemistry and Dean of Faculty Affairs at the Indian Institute of Technology Guwahati, India. Anil Kumar, PhD is Professor in the Department of Chemistry at the Birla Institute of Technology and Science, Pilani, India.

Inhaltsangabe

Contents

List of Contributors xiii

8 Functionalization of Pyridines, Quinolines, and Isoquinolines 357

Jun Zhou and Bing-Feng Shi

8.1 Introduction 357

8.2 C2-Selective Functionalization 358

8.2.1 Alkylation 358

8.2.2 Arylation 361

8.2.2.1 Pyridine Derivatives as Substrates 361

8.2.2.2 Pyridine N-oxides as Substrates 363

8.2.2.3 N-iminopyridinium Ylides as Substrates 365

8.2.3 Alkenylation 365

8.2.4 Acylation, Amination, and Aminomethylation 367

8.3 C3-Selective Functionalization 370

8.3.1 Alkylation 370

8.3.2 Arylation 371

8.3.3 Alkenylation 374

8.3.4 Borylation 377

8.4 C4-Selective Functionalization 378

8.4.1 Alkylation 378

8.4.2 Arylation 380

8.4.3 Alkenylation 381

8.4.4 Borylation 382

8.5 C8-Selective Functionalization 382

8.6 Summary and Conclusions 387

9 Transition Metal-Catalyzed C-H Bond Functionalization of Diazines and Their Benzo Derivatives 393

Christian Bruneau and Rafael Gramage-Doria

9.1 Introduction 393

9.2 Carbon-carbon Bond Formation 394

9.2.1 C-H Bond (Hetero)arylations 394

9.2.2 C-H Bond Olefinations 406

9.2.3 C-H Bond Alkylations 415

9.2.4 C-H Bond Alkynylations 418

9.2.5 C-H Bond Carboxylations 419

9.3 Carbon-nitrogen Bond Formation 420

9.4 Carbon-oxygen Bond Formation 424

9.5 Carbon-sulfur Bond Formation 424

9.6 Carbon-boron Bond Formation 425

9.7 Carbon-silicon Bond Formation 425

9.8 Carbon-halogen Bond Formation 427

9.9 Conclusions 428

Acknowledgments 429

10 Functionalization of Chromenes and Their Derivatives 435

Laura Cunningham, Sundaravel Vivek Kumar, and Patrick J. Guiry

10.1 Introduction 435

10.2 2 H-Chromenes 435

10.3 2 H-Chromene-ones (Coumarins) 437

10.3.1 C3-Selective Functionalization 437

10.3.1.1 Alkenylation 437

10.3.1.2 Arylation 438

10.3.1.3 Other 441

10.3.1.4 Annulation/Cyclization 442

10.3.2 C4-H Selective Functionalization 449

10.3.3 C5-Selective Functionalization 456

10.4 4 H-Chromene 459

10.5 4 H-Chromenones (Chromones) 462

10.5.1 C2-Selective C-H Activation 462

10.5.2 C3-Selective C-H Activation 463

10.5.3 C5-Selective C-H Activation 468

10.5.3.1 Alkenylation 468

10.5.3.2 Alkylation 471

10.5.3.3 (Hetero)arylation 473

10.5.3.4 Amination/Amidation 474

10.5.3.5 Others 477

10.5.4 C6-Selective C-H Activation 478

10.5.5 Conclusions 478

11 Transition Metal-Catalyzed C-H Functionalization of Imidazo-fused Heterocycles 485

Rajeev Sakhuja and Anil Kumar

11.1 Introduction 485

11.2 C-C Bond Formation 486

11.2.1 Alkylation 486

11.2.1.1 Fluoro Alkylation 486

11.2.1.2 Alkoxycarbonyl Alkylation 488

11.2.1.3 Aryl/heteroaryl Alkylation 489

11.2.1.4 Amino Alkylation 493

11.2.1.5 Sulfonyl/Carbonyl/Cyano Alkylation 496

11.2.2 Alkenylation/Alkynylation/Allenylation 498

11.2.3 Cyanation/Carbonylation 503

11.2.4 Arylation/Heteroarylation 509

11.3 C-S/Se Bond Formation 525

11.4 C-N Bond Formation 532

11.5 C-P Bond Formation 533

11.6 C-Si Bond Formation 535

11.7 Conclusions 535

Acknowledgments 536

12 Dehydrogenative Annulati