Distinctive Techniques for Organic Synthesis: A Practical Guide

by
Edition: 1st
Format: Hardcover
Pub. Date: 1998-08-01
Publisher(s): World Scientific Pub Co Inc
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Summary

Presents the practitioner of synthetic chemistry with helpful techniques including those reactions & techniques not found in most introductory texts, such as reactions under high pressure, mediated by ultrasound, flash vacuum pyrolysis, photo- chemical processes, & reactions on solid supports. DLC: Organic compounds - Synthesis.

Table of Contents

Preface ix(2)
General Abbreviations xi
1. Phase Transfer Reactions
1(51)
1.1. Substitutions
5(14)
1.1.1. With Cyanide Ion
6(1)
1.1.2. With Halide Ions
7(1)
1.1.3. With Oxide Anions
8(6)
1.1.4. With Other Nucleophiles
14(5)
1.2. Alkylations
19(6)
1.3. Condensations
25(2)
1.4. Eliminations and Additions
27(9)
1.4.1. Beta-Eliminations
27(1)
1.4.2. Alpha-Eliminations
28(5)
1.4.3. Addition Reactions
33(3)
1.5. Oxidations
36(5)
1.5.1. Oxidation of Alkenes, Alkynes, and Arenes
36(3)
1.5.2. Oxidation of Heterofunctional Compounds
39(2)
1.6. Reductions
41(3)
Monographs and Reviews
44(1)
References
44(8)
2. Reactions with Solid-supported Reagents and Catalysts
52(38)
2.1. Polymer-based Supports
53(17)
2.1.1. Preparation of Functionalized Polymers by Copolymerization
53(1)
2.1.2. Chemical Modification of Polymers
54(1)
2.1.3. Reactions with Polymer-supported Reagents
55(1)
2.1.3.1. Substitutions
56(1)
2.1.3.2. Group Transfer Reactions
57(2)
2.1.3.3. Dehydration and Condensations
59(3)
2.1.3.4. Reaction with Ylides
62(2)
2.1.3.5. Oxidations
64(2)
2.1.3.6. Reductions
66(2)
2.1.4. Polymeric Protecting Groups
68(2)
2.1.5. Reactions with Polymer-supported Catalysts
70(1)
2.2. Inorganic Supports
70(14)
2.2.1. Acid-and Base-catalyzed Reactions
71(3)
2.2.2. Substitutions
74(1)
2.2.3. Halogenation
75(1)
2.2.4. Cycloadditions
76(1)
2.2.5. Oxidations
76(1)
2.2.5.1. Hydrocarbons
76(1)
2.2.5.2. Oxygenated Compounds
77(5)
2.2.5.3. Nitrogenous Compounds
82(1)
2.2.5.4. Miscellaneous Substrates
83(1)
2.2.6. Reductions
83(1)
Monographs and Reviews
84(1)
References
85(5)
3. Sonochemistry
90(43)
3.1. Isomerizations
90(1)
3.2. Hydrolysis
91(1)
3.3. Oxidations
92(2)
3.4. Reduction, Reductive Elimination and Coupling
94(9)
3.5. Eliminations and Additions
103(12)
3.6. Condensations
115(4)
3.7. Cycloadditions
119(3)
3.8. Substitutions
122(4)
3.8.1. On Carbon
122(2)
3.8.2. On Heteroatoms
124(2)
3.9. Various Preparations
126(1)
Monographs and Reviews
127(1)
References
127(6)
4. High Pressure Reactions
133(37)
4.1. Substitution Reactions
135(6)
4.2. Additions
141(5)
4.2.1. Addition to the Carbonyl Group
141(2)
4.2.2. Addition to Alkenes
143(3)
4.3. Condensations Reactions
146(2)
4.4. Cycloadditions
148(17)
4.4.1. Diels-Alder Reactions
148(14)
4.4.2. Other Cycloadditions
162(3)
Monographs and Reviews
165(1)
References
165(5)
5. Flash Vacuum Pyrolysis and Some Other Thermal Processes
170(59)
5.1. Elimination Reactions
172(9)
5.1.1. Alpha-Elimination
172(2)
5.1.2. Bita-Elimination and Related Cycloreversions
174(5)
5.1.3. Remote Eliminations
179(2)
5.2. Cheletropic Extrusions and Other Ring Fissions
181(6)
5.3. Thermal Cleavage of Four-membered Rings
187(4)
5.4. Electrocyclic Reactions
191(6)
5.5. Retro-Diels-Alder Reactions
197(8)
5.6. The Ene Reaction and Its Reversion
205(8)
5.7. Rearrangements
213(7)
5.7.1. 1, 2-Rearrangements
213(3)
5.7.2. Other Rearrangements
216(4)
Monographs and Reviews
220(1)
References
220(9)
6. Electroorganic Transformations
229(55)
6.1. Electrooxidation and Functionalization
230(28)
6.1.1. Of Hydrocarbons
230(4)
6.1.2. Of Aromatic Systems
234(5)
6.1.3. Of Heterocycles
239(3)
6.1.4. Of Heterofunctional Compounds
242(9)
6.1.5. Of Anions
251(1)
6.1.5.1. Kolbe Electrolysis
252(3)
6.1.5.2. Non-coupling Processes of Carboxylic Acids
255(3)
6.2. Electroreduction
258(18)
6.2.1. Of CC Multiple Bonds
258(5)
6.2.2. Of C-X Bonds
263(8)
6.2.3. Reduction and Reductive Alkylation of X=Y Bonds
271(5)
6.3. Reactions with Electrochemically Generated Acids and Bases
276(2)
Monographs and Reviews
278(1)
References
278(6)
7. Organic Photochemistry
284(95)
7.1. General Considerations
285(2)
7.2. Cleavage and Recombination
287(15)
7.3. Cycloadditions
302(38)
7.3.1. [2+2] Cycloadditions
302(1)
7.3.1.1. Paterno-Buchi Reaction
302(2)
7.3.1.2. [2+2] Photocycloaddition of Alkenes
304(4)
7.3.1.3. [2+2] Photocycloaddition of Polarized Alkenes
308(19)
7.3.1.4. De Mayo Reaction
327(7)
7.3.2. Photocycloaddition of Arenes
334(5)
7.3.3. Other Photocycloadditions
339(1)
7.4. Photoisomerization of Alkenes and Arenes
340(11)
7.4.1. (E,Z)-Isomerizations
340(5)
7.4.2. Electrocyclic Reactions
345(6)
7.5. Rearrangements
351(9)
7.5.1. Of Conjugated Ketones
351(4)
7.5.2. Di-Pae-methane and Oxadi-Pae-methane Rearrangements
355(2)
7.5.3. Sigmatropic Rearrangements
357(1)
7.5.4. Other Rearrangements
358(2)
7.6. Photoeliminations and Photoadditions
360(5)
7.7. Miscellaneous Photochemical Processes of Synthetic Significance
365(2)
Monographs and Reviews
367(1)
References
367(12)
8. Epilog
379(2)
Index 381

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