Tellurium in Organic Synthesis (eBook)

Cover 1
Tellurium in Organic Synthesis: Second, Updated and Enlarged Edition 4
Copyright page 5
Contents 12
Foreword 6
Preface (1994 edition) 8
Preface 10
Detailed Contents 14
Abbreviations 26
Chapter 1. Introduction 28
1.1. Some Physical Properties of Tellurium 28
1.2. Relevant Monographs and Review Articles 28
Chapter 2. Preparation of the More Important Inorganic Tellurium Reagents 30
2.1. Tellurium Tetrachloride 30
2.2. Tellurium Dioxide 31
2.3. Alkali Metal Tellurides (Te2-Cat2+) 32
2.4. Alkali Metal Ditellurides (Na2Te2) 33
2.5. Hydrogen Telluride (H2Te) 33
2.6. Sodium Hydrogen Telluride (NaHTe) 33
Chapter 3. Preparation of the Principal Classes of Organic Tellurium Compounds 36
3.1. Diorganyl Tellurides 40
3.2. Diorganyl Ditellurides 64
3.3. Organyl Tellurols 72
3.4. Bis-Organyl Telluromethanes 73
3.5. Organyltellurium Trihalides 74
3.6. The Products of the Hydrolysis of Aryltellurium Trihalides 80
3.7. Aryltellurenyl Halides 82
3.8. Aryl Tellurenyl Pseudohalides: Aryl Tellurocyanates 83
3.9. Diorganyl Tellurium Dihalides 84
3.10. Diorganyl Telluroxides 92
3.11. Telluroesters 93
3.12. Aryl Telluroformates 95
3.13. Telluroglucopyranosides 97
3.14. Water-Soluble Diorganyl Tellurides 97
3.15. Dihaloaryltelluro Cyclopropanes 97
3.16. Vinylic Tellurides and Ditellurides 98
3.17. Acetylenic Tellurides 134
3.18. Allenic and Propargylic Tellurides 138
Chapter 4. Tellurium in Organic Synthesis 142
4.1. Reductions 142
4.2. Tellurium-Mediated Formation of Anionic Species and their Reactions with Electrophiles 174
4.3. Deprotection of Organic Functionality by Tellurium Reagents 182
4.4. Oxidation of Organic Substances by Means of Tellurium Reagents 189
4.5. Organotellurium-Based Ring Closure Reactions 210
4.6. Conversion of Organotellurium Compounds into Tellurium-Free Organic Compounds 222
4.7. Synthesis of Olefins 240
4.8. Transmetallation Reactions 255
4.9. Reactivity and Synthetic Applications of Vinylic Tellurides 266
4.10. Free Radical Chemistry 287
Chapter 5. Telluroheterocycles 312
5.1. Tellura-3,5-Cyclohexanedione Dichlorides (3,5-Dioxotellurane-1,1-Dichlorides) 312
5.2. Oxa and 1-Thia-4-Telluranes 312
5.3. Tellurophenes 313
5.4. 1-Benzotellurophenes 318
5.5. Benzotellurepines, Tellurochromenes and Tellurochromones 324
5.6. Benzo-[c]-Tellurophenes 327
5.7. Telluro[3,4-c]Thiophene 328
5.8. Dibenzotellurophenes 328
5.9. Naphtothia-, Naphtoselena- and Naphtoditellurole 331
5.10. 2H-1,3-Ditelluroles 332
5.11. Tetratellurafulvalenes 334
5.12. Tellurin and Derivatives of 4-H-Tellurins and 4-oxo-4- H-Tellurins (Telluropyran-4-Ones) 335
5.13. 2H-1-Benzotellurin 338
5.14. 4H-1-Benzotellurins and 4-oxo-4 H-1-Benzotellurins 338
5.15. Telluroxanthenes/Telluroxanthones (and Derivatives) 340
5.16. Phenoxatellurins 342
5.17. Phenothiatellurins/Phenoselenotellurins 343
5.18. Telluranthrenes 344
5.19. Bis-Thieno-1,4-Ditellurins 346
5.20. 1,4-Tellurino-1,4-Tellurins 347
5.21. Benzene-Fused Heterocycles Containing Tellurium, Selenium and Sulphur 347
5.22. 1,5-Ditelluracyclooctane and 5H,7 H-Dibenzo[ B,G][1,5] Tellurothiocin 348
5.23. Ditellurane Derivatives 350
5.24. Reductive Dimerization of Telluro- And Selenoxanthone 351
5.25. Tellurosteroids 351
5.26. 21,21-Dihalo-21-Telluroporphyrin 351
Chapter 6. Toxicology of Organotellurium Compounds 356
Chapter 7. Pharmacology of Organotellurium Compounds 358
7.1. Chemopreventive Activity 360
Chapter 8. Miscellaneous 364
8.1. Some Additional Applications of TeCl4 364
8.2. ?-Hydroxyalkylation of ?,?-Unsaturated Carbonyl Compounds 368
8.3. Conversion of Allylsilanes into Allylamines via Phenyltellurinylation 369
Index 372