Detailed table of contents (pdf)
Detailed table of contents (pdf)
Detailed table of contents (pdf)
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XLVI Table <strong>of</strong> Contents<br />
17.4.5.2.1.5 Of Six-Membered Arenes .................................................. 776<br />
17.4.5.2.1.5.1 Method 1: Intramolecular Insertion <strong>of</strong> Arylnitrenes .................... 776<br />
17.4.5.2.1.5.1.1 Variation 1: Thermal Decomposition <strong>of</strong> Aryl Azides ..................... 776<br />
17.4.5.2.1.5.1.2 Variation 2: Photolytic Decomposition <strong>of</strong> Aryl Azides ................... 778<br />
17.4.5.2.1.5.1.3 Variation 3: Deoxygenation <strong>of</strong> Nitrosoarenes ........................... 783<br />
17.4.5.2.1.5.1.4 Variation 4: Deoxygenation <strong>of</strong> Nitroarenes ............................. 784<br />
17.4.5.2.1.5.1.5 Variation 5: Thermal Decomposition <strong>of</strong> N-Phenyl-N,O-bis(trimethylsilyl)hydroxylamine<br />
........................................ 787<br />
17.4.5.2.1.5.2 Method 2: From the Insertion <strong>of</strong> Nitrenes into Arenes ................. 787<br />
17.4.5.2.1.5.2.1 Variation 1: Thermolysis <strong>of</strong> Azid<strong>of</strong>ormates ............................. 788<br />
17.4.5.2.1.5.2.2 Variation 2: Pyrolysis <strong>of</strong> 2-Haloindan-1-yl Azid<strong>of</strong>ormates ................ 790<br />
17.4.5.2.1.5.2.3 Variation 3: Photolysis <strong>of</strong> Azid<strong>of</strong>ormates ............................... 791<br />
17.4.5.2.1.5.2.4 Variation 4: Decomposition <strong>of</strong> N-[(4-Nitrophenyl)sulfonyloxy]carbamates 792<br />
17.4.5.2.1.5.2.5 Variation 5: Thermolysis <strong>of</strong> Arenesulfonyl Azides ........................ 792<br />
17.4.5.2.1.5.2.6 Variation 6: Reaction <strong>of</strong> Phthalimidonitrene with Activated Benzenes .... 796<br />
17.4.5.2.1.5.2.7 Variation 7: Thermolysis <strong>of</strong> Cyanogen Azide ............................ 796<br />
17.4.5.2.1.5.2.8 Variation 8: Deoxygenation <strong>of</strong> Nitrosobenzenes and Nitros<strong>of</strong>ormates .... 797<br />
17.4.5.2.1.5.2.9 Variation 9: Photolysis <strong>of</strong> 2-Azido-1,3,5-triazines ....................... 798<br />
17.4.5.2.1.5.3 Method 3: From Anilides ............................................. 798<br />
17.4.5.3 Aromatization ............................................................ 800<br />
17.4.5.3.1 Method 1: Isomerization with Meerwein s Reagent .................... 800<br />
17.4.5.3.1.1 Variation 1: Of 1,5-Dihydro-2H-azepin-2-ones .......................... 800<br />
17.4.5.3.1.2 Variation 2: Of 1,2-Dihydro-3H-azepin-3-ones .......................... 801<br />
17.4.5.3.2 Method 2: Bromination–Dehydrobromination <strong>of</strong><br />
4-Ethoxy-1,2,6,7-tetrahydrocyclopent[d]azepine ............ 801<br />
17.4.5.3.3 Method 3: Dehydrobromination <strong>of</strong> 3,6-Dibromo-1-phenyl-2,3,6,7tetrahydro-1H-phosphepin<br />
1-Oxide ........................ 802<br />
17.4.5.4 Synthesis by Substituent Modification ..................................... 803<br />
17.4.5.4.1 Substitution <strong>of</strong> Existing Substituents ....................................... 803<br />
17.4.5.4.1.1 Of Hydrogen .............................................................. 803<br />
17.4.5.4.1.1.1 Method 1: Tautomerization .......................................... 803<br />
17.4.5.4.1.1.1.1 Variation 1: Rearrangement <strong>of</strong> 1H- to3H-Azepines ..................... 803<br />
17.4.5.4.1.1.1.2 Variation 2: Rearrangement <strong>of</strong> 2H- to3H-Azepines ..................... 804<br />
17.4.5.4.1.1.1.3 Variation 3: Rearrangement <strong>of</strong> 4H- to3H-Azepines ..................... 805<br />
17.4.5.4.1.1.1.4 Variation 4: Rearrangement <strong>of</strong> 3H- to3H-Azepines ..................... 805<br />
17.4.5.4.1.1.2 Method 2: Metalation ................................................ 807<br />
17.4.5.4.1.1.3 Method 3: C-Acylation ............................................... 807<br />
17.4.5.4.1.1.4 Method 4: C-Alkylation .............................................. 808<br />
17.4.5.4.1.1.5 Method 5: C-Halogenation ........................................... 810<br />
17.4.5.4.1.1.6 Method 6: C-Thiolation .............................................. 811<br />
17.4.5.4.1.1.7 Method 7: C-Amination .............................................. 811<br />
17.4.5.4.1.1.8 Method 8: N-Substitution ............................................ 812<br />
17.4.5.4.1.2 Of Carbon Functionalities ................................................. 812<br />
17.4.5.4.1.2.1 Method 1: N-Decarboxylation ........................................ 812<br />
17.4.5.4.1.3 Of Heteroatoms .......................................................... 813