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Table <strong>of</strong> Contents XLV<br />

17.4.5.1.2.3 Fragments C—C—C—C and N—C—C ........................................ 755<br />

17.4.5.1.2.3.1 Method 1: Condensation <strong>of</strong> 2,6-Bifunctional Fulvenes with Amidines ... 755<br />

17.4.5.1.2.3.2 Method 2: Condensation <strong>of</strong> (Vinylimino)phosphoranes with<br />

6-(Dimethylamino)fulvene-2-carbaldehyde ................. 756<br />

17.4.5.1.2.3.3 Method 3: Cycloaddition <strong>of</strong> Cyclopentadienones with 2H-Azirines ...... 757<br />

17.4.5.1.3 By Formation <strong>of</strong> Two C—C Bonds .......................................... 759<br />

17.4.5.1.3.1 Fragments C—N—C—C—C and C—C ........................................ 759<br />

17.4.5.1.3.1.1 Method 1: Cycloaddition <strong>of</strong> 1,3-Bis(dimethylamino)-2-azapentalenes<br />

with Dimethyl Acetylenedicarboxylate ..................... 759<br />

17.4.5.1.3.2 Fragments C—N—C—C and C—C—C ........................................ 760<br />

17.4.5.1.3.2.1 Method 1: Cycloaddition <strong>of</strong> 1,2,4-Triazines with Cyclopropenes ........ 760<br />

17.4.5.1.3.2.2 Method 2: Cycloaddition <strong>of</strong> 6H-1,3-Oxazin-6-ones with Cyclopropenes . 761<br />

17.4.5.1.4 By Formation <strong>of</strong> One N—C Bond ........................................... 762<br />

17.4.5.1.4.1 Fragment N—C—C—C—C—C—C ............................................ 762<br />

17.4.5.1.4.1.1 Method 1: Cyclization <strong>of</strong> Dinitriles Using Halogen Acids ................ 762<br />

17.4.5.1.4.1.2 Method 2: Cyclization <strong>of</strong> Hexa-1,3,5-triene-1,6-diamines ............... 763<br />

17.4.5.1.4.1.3 Method 3: Cyclization <strong>of</strong> Aminoalkenones ............................ 764<br />

17.4.5.1.5 By Formation <strong>of</strong> One C—C Bond ........................................... 765<br />

17.4.5.1.5.1 Fragment C—C—C—P—C—C—C ............................................. 765<br />

17.4.5.1.5.1.1 Method 1: Phosphepin Formation Using the McMurry Reaction ........ 765<br />

17.4.5.2 Synthesis by Ring Transformation .......................................... 766<br />

17.4.5.2.1 By Ring Enlargement ..................................................... 766<br />

17.4.5.2.1.1 Of Three-Membered Heterocycles ......................................... 766<br />

17.4.5.2.1.1.1 Method 1: From 7-Azabicyclo[4.1.0]hept-3-enes ....................... 766<br />

17.4.5.2.1.1.2 Method 2: Thermolysis <strong>of</strong> 2-Ethynyl-3-vinylaziridines .................. 767<br />

17.4.5.2.1.2 Of Four-Membered Heterocycles .......................................... 768<br />

17.4.5.2.1.2.1 Method 1: Base-Induced Rearrangement <strong>of</strong> 4-Tolyl<br />

1,3,4,5-Tetraphenyl-6-azabicyclo[3.2.0]hept-3-ene-6-sulfonate<br />

...................................................... 768<br />

17.4.5.2.1.3 Of Five-Membered Heterocycles ........................................... 768<br />

17.4.5.2.1.3.1 Method 1: Thermal Isomerization <strong>of</strong> 3-Azaquadricyclanes .............. 768<br />

17.4.5.2.1.3.2 Method 2: Pyrolysis <strong>of</strong> 2-Azabicyclo[3.2.0]hepta-2,6-dienes ............ 769<br />

17.4.5.2.1.3.3 Method 3: From 2-Azabicyclo[3.2.0]heptane-3,4-diones ............... 770<br />

17.4.5.2.1.3.4 Method 4: Photolysis <strong>of</strong> 2,1-Benzisoxazoles ........................... 771<br />

17.4.5.2.1.3.5 Method 5: Addition <strong>of</strong> Dichlorocarbene to 2,5-Dihydro-1H-phosphole<br />

1-Oxides .................................................. 772<br />

17.4.5.2.1.4 Of Six-Membered Heterocycles ............................................ 773<br />

17.4.5.2.1.4.1 Method 1: Base-Induced Rearrangement <strong>of</strong> Pyridinium Salts ........... 773<br />

17.4.5.2.1.4.2 Method 2: Base-Induced Rearrangement <strong>of</strong> Dihydropyridines .......... 773<br />

17.4.5.2.1.4.3 Method 3: Base-Induced Rearrangement <strong>of</strong> Dihydropyridinium Salts ... 775

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