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

17.2.2.1.5.1.3.1.4 Variation 4: Reactions <strong>of</strong> 3-(Methylsulfonyl)-1,2,4-triazines with<br />

Nucleophiles .............................................. 405<br />

17.2.2.1.5.1.3.1.5 Variation 5: Reactions <strong>of</strong> 3-(Alkylsulfanyl)-1,2,4-triazines with<br />

Nucleophiles .............................................. 405<br />

17.2.2.1.5.1.3.2 Method 2: Suzuki Coupling Reactions with<br />

3-(Alklylsulfanyl)-1,2,4-triazines ............................ 406<br />

17.2.2.1.5.1.3.3 Method 3: By Diazotization .......................................... 407<br />

17.2.2.1.5.2 Addition Reactions ....................................................... 407<br />

17.2.2.1.5.2.1 Method 1: Synthesis <strong>of</strong> 1,2,4-Triazine N-Oxides from 1,2,4-Triazines .... 407<br />

17.2.2.1.5.2.2 Method 2: Alkylation <strong>of</strong> 1,2,4-Triazine N-Oxides ....................... 408<br />

17.2.2.1.5.3 Modification <strong>of</strong> Substituents .............................................. 409<br />

17.2.2.1.5.3.1 Method 1: C—C Bond Formation at a Methyl Group .................... 409<br />

17.2.2.1.5.3.2 Method 2: Oxidation <strong>of</strong> 3-Hydrazino-1,2,4-triazine 1-Oxides ........... 409<br />

17.2.2.2 1,2,4-Benzotriazines and Related Compounds .............................. 410<br />

17.2.2.2.1 Synthesis by Ring-Closure Reactions ....................................... 410<br />

17.2.2.2.1.1 By Formation <strong>of</strong> One N—N and One N—C Bond ............................. 410<br />

17.2.2.2.1.1.1 Fragments N—C—C—N and N—C ........................................... 410<br />

17.2.2.2.1.1.1.1 Method 1: Reaction <strong>of</strong> 2-Nitroaniline with Cyanamide ................. 410<br />

17.2.2.2.1.1.2 Fragments N—C—N and N—C—C ........................................... 411<br />

17.2.2.2.1.1.2.1 Method 1: Reactions <strong>of</strong> 2-Nitroarenes with Guanidines ................ 411<br />

17.2.2.2.1.1.2.2 Method 2: Reactions <strong>of</strong> Nitronaphthalenes with Guanidine ............. 412<br />

17.2.2.2.1.1.3 Fragments N—C—N—C—C and N ........................................... 413<br />

17.2.2.2.1.1.3.1 Method 1: Reactions <strong>of</strong> Arylbenzamidoximes with Nitrile Oxides ....... 413<br />

17.2.2.2.1.2 By Formation <strong>of</strong> Two N—C Bonds .......................................... 414<br />

17.2.2.2.1.2.1 Fragments N—N—C—N and C—C ........................................... 414<br />

17.2.2.2.1.2.1.1 Method 1: Reactions <strong>of</strong> Cycloalkane-1,2-diones with Amidrazones ..... 414<br />

17.2.2.2.1.2.1.2 Method 2: Cycloaddition <strong>of</strong> N-(Phenylmethylene)aniline and<br />

Diethyl Azodicarboxylate .................................. 415<br />

17.2.2.2.1.2.2 Fragments N—N—C and N—C—C ........................................... 415<br />

17.2.2.2.1.2.2.1 Method 1: Reactions <strong>of</strong> 6-Nitroquinoline with Aldehyde Hydrazones .... 415<br />

17.2.2.2.1.2.3 Fragments N—C—C—N—N and C ........................................... 416<br />

17.2.2.2.1.2.3.1 Method 1: Cyclization <strong>of</strong> 3,4-Dihydronaphthalene-1,2-dione<br />

1-Hydrazone 2-Oxime with Ortho Esters ................... 416<br />

17.2.2.2.1.3 By Formation <strong>of</strong> One N—N Bond ........................................... 417<br />

17.2.2.2.1.3.1 Fragment N—C—N—C—C—N ............................................... 417<br />

17.2.2.2.1.3.1.1 Method 1: Cyclization <strong>of</strong> (2-Nitronaphthyl)thioureas ................... 417<br />

17.2.2.2.1.3.1.1.1 Variation 1: Cyclization <strong>of</strong> 2-(2-Nitrophenyl)pyrazol-3-amines ........... 417<br />

17.2.2.2.1.4 By Formation <strong>of</strong> One N—C Bond ........................................... 418<br />

17.2.2.2.1.4.1 Fragment N—N—C—N—C—C ............................................... 418

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