| Edition |
2nd ed. |
| Description |
1 online resource (xx, 638 pages) : illustrations. |
|
text txt rdacontent |
|
computer c rdamedia |
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online resource cr rdacarrier |
| Series |
Tetrahedron organic chemistry series ; v. 26 |
|
Tetrahedron organic chemistry series ; v. 26.
|
| Bibliography |
Includes bibliographical references and index. |
| Contents |
Cover -- Front cover -- Contents -- Preface to the second edition -- Preface to the first edition -- Abbreviations -- Chapter 1 An introduction to palladium catalysis -- 1.1 Oxidative coupling/cyclization -- 1.2 Cross-coupling reactions with organometallic reagents -- 1.3 The Sonogashira reaction -- 1.4 The Heck, intramolecular Heck, and heteroaryl Heck reactions -- 1.5 Carbonylation reactions -- 1.6 The Pd-catalyzed C-P bond formation -- 1.7 Palladium-catalyzed C-N bond and C-O bond-forming reactions -- 1.8 The Tsuji-Trost reaction -- 1.9 The Wacker-type reactions -- 1.10 Mori-Ban, Hegedus, and Larock indole syntheses -- 1.11 References -- Chapter 2 Pyrroles -- 2.1 Synthesis of pyrrolyl halides -- 2.2 Oxidative coupling/cyclization -- 2.3 Coupling reactions with organometallic reagents -- 2.4 Sonogashira reaction -- 2.5 Heck and intramolecular Heck reactions -- 2.6 Carbonylation -- 2.7 C-N bond formation reactions -- 2.8 Miscellaneous -- 2.9 References -- Chapter 3 Indoles -- 3.1 Synthesis of indolyl halides -- 3.2 Oxidative coupling/cyclization -- 3.3 Coupling reactions with organometallic reagents -- 3.4 The Sonogashira coupling -- 3.5 Heck couplings -- 3.6 Carbonylation -- 3.7 C-N bond formation reactions -- 3.8 Miscellaneous -- 3.9 References -- Chapter 4 Pyridines -- 4.1 Synthesis of halopyridines -- 4.2 Coupling reactions with organometallic reagents -- 4.3 Sonogashira reaction -- 4.4 Heck and intramolecular Heck reactions -- 4.5 Buchwald-Hartwig aminations(C-N bond formation) -- 4.6 Direct C-C bond formation -- 4.7 Summary -- 4.8 References -- Chapter 5 Thiophenes and benzo[b]thiophenes -- 5.1 Preparation of halothiophenes and halobenzothiophenes -- 5.2 Oxidative and reductive coupling reactions -- 5.3 Cross-coupling with organometallic reagents -- 5.4 Sonogashira reaction -- 5.5 Heck and intramolecular Heck reactions -- 5.6 Carbonylation reactions -- 5.7 Buchwald-Hartwig aminations -- 5.8 Miscellaneous -- 5.9 References -- Chapter 6 Furans and benzo[b]furans -- 6.1 Synthesis of halofurans and halobenzo[b]furans -- 6.2 Oxidative coupling/cyclization -- 6.3 Coupling reactions with organometallic reagents -- 6.4 Sonogashira reaction -- 6.5 Heck, intramolecular Heck, and heteroaryl Heck reactions -- 6.6 Heteroannulation -- 6.7 Carbonylation and C-N and C-O bond formation -- 6.8 References -- Chapter 7 Thiazoles and benzothiazoles -- 7.1 Synthesis of halothiazoles -- 7.2 Coupling reactions with organometallic reagents -- 7.3 Sonogashira reaction -- 7.4 Heck and heteroaryl Heck reactions -- 7.5 Carbonylation -- 7.6 C-N bond formation -- 7.7 Site selective coupling reactions -- 7.8 References -- Chapter 8 Oxazoles and benzoxazoles -- 8.1 Introduction -- 8.2 Synthesis of halooxazoles and halobenzoxazoles -- 8.3 Coupling reactions with organometallic reagents -- 8.4 Heck and heteroaryl Heck reactions -- 8.5 Carbonylation -- 8.6 Palladium-catalyzed amination -- 8.7 Carbopalladation of nitriles -- 8.8 Quaterfuran and Quinquifuran -- 8. |
| Note |
Print version record. |
| Summary |
Palladium chemistry, despite its immaturity, has rapidly become an indispensable tool for synthetic organic chemists. Heterocycles are of paramount importance in the pharmaceutical industry and palladium chemistry is one of the most novel and efficient ways of making heterocycles. Today, palladium-catalyzed coupling is the method of choice for the synthesis of a wide range of biaryls and heterobiaryls. The number of applications of palladium chemistry to the syntheses of heterocycles has grown exponentially. These developments highlight the need for a monograph dedicated solely to the palladium chemistry in heterocycles and this book provides a comprehensive explanation of the subject. The principal aim of the book is to highlight important palladium-mediated reactions of heterocycles with emphasis on the unique characteristics of individual heterocycles. 1. Palladium chemistry of heterocycles has its idiosyncrasies stemming from their different structural properties from the corresponding carbocyclic aryl compounds. Even activated chloroheterocycles are sufficiently reactive to undergo Pd-catalyzed reactions. As a consequence of & agr and & bgr activation of heteroaryl halides, Pd-catalyzed chemistry may take place regioselectively at the activated positions, a phenomenon rarely seen in carbocyclic aryl halides. In addition, another salient peculiarity in palladium chemistry of heterocycles is the so-called "heteroaryl Heck reaction". For instance, while intermolecular palladium-catalyzed arylations of carbocyclic arenes are rare, palladium-catalyzed arylations of azoles and many other heterocycles readily take place. Therefore, the principal aim of this book is to highlight important palladium-mediated reactions of heterocycles with emphasis on the unique characteristics of individual heterocycles. 2. A myriad of heterocycles are biologically active and therefore of paramount importance to medicinal and agricultural chemists. Many heterocycle-containing natural products (they are highlighted in boxes throughout the text) have elicited great interest from both academic and industrial research groups. Recognizing the similarities between the palladium chemistry of arenes and heteroarenes, a critical survey of the accomplishments in heterocyclic chemistry will keep readers abreast of such a fast-growing field. We also hope this book will spur more interest and inspire ideas in such an extremely useful area. This book comprises a compilation of important preparations of heteroaryl halides, boranes and stannanes for each heterocycle. The large body of data regarding palladium-mediated polymerization of heterocycles in material chemistry is not focused here; neither is coordination chemistry involving palladium and heterocycles. Many heterocycle-containing natural products (highlighted throughout the text) have elicited great interest from both academic and industrial research groups. Recognizing the similarities between the palladium chemistry of arenes and heteroarenes, a critical survey of the accomplishments in heterocyclic chemistry keeps readers abreast of this fast-growing field. It is also hoped that this book will stimulate more interest and inspire new ideas in this exciting area. - Contains the most up-to-date developments in this fast-moving field - Includes 3 new chapters - Incorporates material from selected well-respected authors on heterocyclic chemistry. |
| Subject |
Heterocyclic compounds -- Synthesis.
|
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Organopalladium compounds.
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Composés hétérocycliques -- Synthèse.
|
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Composés organopalladiques.
|
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SCIENCE -- Chemistry -- Organic.
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Heterocyclic compounds -- Synthesis
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Organopalladium compounds
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Chemische Synthese
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Heterocyclische Verbindungen
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Katalyse
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Palladiumverbindungen
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| Added Author |
Gribble, Gordon W.
|
| Other Form: |
Print version: Li, Jie Jack. Palladium in heterocyclic chemistry. 2nd ed. Amsterdam ; Boston : Elsevier, 2006 (DLC) 2006050226 |
| ISBN |
0080465846 (electronic bk.) |
|
9780080465845 (electronic bk.) |
|
9780080451169 |
|
0080451160 |
|
9786610707447 |
|
6610707448 |
|
0080451160 (Cloth) |
|
0080451179 (pbk.) |
|
9780080451176 (pbk.) |
| Standard No. |
AU@ 000048130855 |
|
AU@ 000053283234 |
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CHDSB 005985562 |
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DEBBG BV042304758 |
|
DEBSZ 405306717 |
|
DEBSZ 482368594 |
|
NZ1 11778422 |
|
NZ1 14540667 |
|
NZ1 15188745 |
|
