38 Fischer Indole Synthesis

Chapters in this book

1. Frontmatter I
2. Second Edition VII
3. Preface and Overview IX
4. Contents XIII
5. List of Acronyms and Abbreviations XIX
6. 1 Electrophilic Addition Mechanism 1
7. 2 Nucleophilic Substitution Mechanism 4
8. 3 Aromatic Electrophilic Substitution Mechanism 6
9. 4 Aromatic Nucleophilic Substitution Mechanism 10
10. 5 Aromatic Radical Nucleophilic Substitution Mechanism 12
11. 6 Elimination Mechanism 16
12. 7 Acyloin Condensation 20
13. 8 Alkyne Zipper Reaction 24
14. 9 Arbuzov Reaction 26
15. 10 Arndt–Eistert Synthesis 28
16. 11 Baeyer–Villiger Oxidation 32
17. 12 Barton Decarboxylation 34
18. 13 Baylis–Hillman Reaction 36
19. 14 Beckmann Rearrangement 38
20. 15 Benzoin Condensation 40
21. 16 Benzyne Mechanism 42
22. 17 Bergman Cyclization 44
23. 18 Birch Reduction 46
24. 19 Bischler‒Napieralski Cyclization 48
25. 20 Brown Hydroboration 50
26. 21 Buchwald–Hartwig Cross-Coupling 52
27. 22 Cannizzaro Reaction 54
28. 23 Chan–Evans–Lam Cross-Coupling 56
29. 24 Chichibabin Amination 58
30. 25 Claisen Condensation 60
31. 26 Claisen Rearrangement 62
32. 27 Cope Elimination 64
33. 28 Cope Rearrangement 66
34. 29 Criegee and Malaprade Oxidation 70
35. 30 CuAAC 72
36. 31 Curtius Rearrangement 74
37. 32 Darzens Condensation 78
38. 33 Dess–Martin Oxidation 80
39. 34 Diazotization (Diazonium Salt) 82
40. 35 Diels–Alder Cycloaddition 84
41. 36 Di-π-Methane Rearrangement 90
42. 37 Favorskii Rearrangement 92
43. 38 Fischer Indole Synthesis 96
44. 39 Friedel–Crafts Acylation and Alkylation 98
45. 40 Gabriel Synthesis 102
46. 41 Gewald Reaction 104
47. 42 Glaser–Eglinton–Hay Coupling 106
48. 43 Grignard Reaction 108
49. 44 Grob Fragmentation 110
50. 45 Haloform Reaction 112
51. 46 Heck Cross-Coupling 114
52. 47 Hell–Volhard–Zelinsky Reaction 116
53. 48 Hiyama Cross-Coupling 118
54. 49 Hofmann Elimination 120
55. 50 Horner–Wadsworth–Emmons Olefination 122
56. 51 Jones Oxidation 126
57. 52 Kucherov Reaction 128
58. 53 Kumada Cross-Coupling 130
59. 54 Ley–Griffith Oxidation 132
60. 55 Liebeskind–Srogl Cross-Coupling 134
61. 56 Mannich Reaction 136
62. 57 McMurry Coupling Fig. 140
63. 58 Meerwein–Ponndorf–Verley Reduction 142
64. 59 Michael Addition 144
65. 60 Minisci Reaction 148
66. 61 Mitsunobu Reaction 150
67. 62 Miyaura Borylation 154
68. 63 Mukaiyama RedOx Hydration 156
69. 64 Nazarov Cyclization 158
70. 65 Nef Reaction 160
71. 66 Negishi Cross-Coupling 162
72. 67 Norrish Type I and II Reactions 164
73. 68 Olefin (Alkene) Metathesis 166
74. 69 Oppenauer Oxidation 170
75. 70 Ozonolysis 172
76. 71 Paal–Knorr Syntheses 176
77. 72 Paternò–Büchi Reaction 180
78. 73 Pauson–Khand Reaction 182
79. 74 Peptide (Amide) Coupling 184
80. 75 Pictet–Spengler Reaction 188
81. 76 Pinacol–Pinacolone Rearrangement 192
82. 77 Polonovski Reaction 194
83. 78 Prilezhaev Epoxidation 196
84. 79 Prins Reaction 198
85. 80 Pummerer Rearrangement 200
86. 81 Ramberg–Bäcklund Rearrangement 202
87. 82 Reformatsky Reaction 204
88. 83 Robinson Annulation 206
89. 84 Shapiro Reaction 208
90. 85 Sonogashira Cross-Coupling 210
91. 86 Staudinger Reaction 212
92. 87 Steglich Esterification 216
93. 88 Stille Cross-Coupling 218
94. 89 Suzuki Cross-Coupling 220
95. 90 Swern Oxidation 224
96. 91 Ugi Reaction 226
97. 92 Ullmann Aryl–Aryl Coupling 228
98. 93 Upjohn Dihydroxylation 232
99. 94 Vilsmeier–Haack Reaction 234
100. 95 Wacker Oxidation 236
101. 96 Wagner–Meerwein Rearrangement Fi 238
102. 97 Weinreb Ketone Synthesis 242
103. 98 Wittig Reaction 244
104. 99 Wohl–Ziegler Reaction 246
105. 100 Wolff–Kishner Reduction 248
106. Acknowledgments 251
107. Bibliography and References 253