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Organic Chemistry: 100 Must-Know Mechanisms 2020

1. Preface and Overview

2. Contents

3. List of Acronyms and Abbreviations

1. Electrophilic Addition Mechanism

2. Nucleophilic Substitution Mechanism

3. Aromatic Electrophilic Substitution Mechanism

4. Aromatic Nucleophilic Substitution Mechanism

5. Aromatic Radical Nucleophilic Substitution Mechanism

6. Elimination Mechanism

7. Acyloin Condensation

8. Alkyne Zipper Reaction

9. Arbuzov Reaction

10. Arndt‒Eistert Synthesis

11. Baeyer‒Villiger Oxidation

12. Barton Decarboxylation

13. Baylis‒Hillman Reaction

14. Beckmann Rearrangement

15. Benzoin Condensation

16. Benzyne Mechanism

17. Bergman Cyclization

18. Birch Reduction

19. Bischler‒Napieralski Cyclization

20. Brown Hydroboration

21. Buchwald‒Hartwig Cross Coupling

22. Cannizzaro Reaction

23. Chan‒Evans‒Lam Cross Coupling

24. Chichibabin Amination

25. Claisen Condensation

26. Claisen Rearrangement

27. Cope Elimination

28. Cope Rearrangement

29. Criegee & Malaprade Oxidation

30. CuAAC

31. Curtius Rearrangement

32. Darzens Condensation

33. Dess‒Martin Oxidation

34. Diazotization (Diazonium Salt)

34. Diazotization (Diazonium Salt)

36. Di‒π‒Methane Rearrangement

37. Favorskii Rearrangement

38. Fischer Indole Synthesis

39. Friedel‒Crafts Acylation & Alkylation

40. Gabriel Synthesis

41. Gewald Reaction

42. Glaser–Eglinton–Hay Coupling

43. Grignard Reaction

44. Grob Fragmentation

45. Haloform Reaction

46. Heck Cross Coupling

47. Hell–Volhard–Zelinsky Reaction

48. Hiyama Cross Coupling

49. Hofmann Elimination

50. Horner–Wadsworth–Emmons Olefination

51. Jones Oxidation

52. Kucherov Reaction

53. Kumada Cross Coupling

54. Ley–Griffith Oxidation

55. Liebeskind–Srogl Cross Coupling

56. Mannich Reaction

57. McMurry Coupling

58. Meerwein–Ponndorf–Verley Reduction

59. Michael Addition

60. Minisci Reaction

61. Mitsunobu Reaction

62. Miyaura Borylation

63. Mukaiyama RedOx Hydration

64. Nazarov Cyclization

65. Nef Reaction

66. Negishi Cross Coupling

67. Norrish Type I & II Reaction

68. Olefin (Alkene) Metathesis

69. Oppenauer Oxidation

70. Ozonolysis

71. Paal–Knorr Syntheses

72. Paternò–Büchi Reaction

73. Pauson–Khand Reaction

74. Peptide (Amide) Coupling

75. Pictet–Spengler Reaction

76. Pinacol–Pinacolone Rearrangement

77. Polonovski Reaction

78. Prilezhaev Epoxidation

79. Prins Reaction

80. Pummerer Rearrangement

81. Ramberg–Bäcklund Rearrangement

82. Reformatsky Reaction

83. Robinson Annulation

84. Shapiro Reaction

85. Sonogashira Cross Coupling

86. Staudinger Reaction

87. Steglich Esterification

88. Stille Cross Coupling

89. Suzuki Cross Coupling

90. Swern Oxidation

91. Ugi Reaction

92. Ullmann Aryl–Aryl Coupling

93. Upjohn Dihydroxylation

94. Vilsmeier–Haack Reaction

95. Wacker Oxidation

96. Wagner–Meerwein Rearrangement

97. Weinreb Ketone Synthesis

98. Wittig Reaction

99. Wohl–Ziegler Reaction

100. Wolff–Kishner Reduction

104. Acknowledgments

105. Bibliography and References