Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

Inhaltsverzeichnis III
10.1.1.9 Ultraschallapparatur ............................................................................. 130
10.1.1.10 Tm-Bestimmung der DNA ..................................................................... 130
10.1.1.11 Chromatographie.................................................................................. 130
10.1.1.12 Unwinding Assay / Topoisomerase I-Hemmung................................... 131
10.1.1.13 Molekülberechnungen .......................................................................... 131
10.1.2 Materialien............................................................................................ 131
10.2 Ausgangsverbindungen........................................................................ 133
10.2.1 Darstellung von Synthesevorstufen...................................................... 133
10.2.1.1 4-Methoxy-2-methylphenylboronsäure (1)............................................ 133
10.2.1.2 1-Bromo-4-methoxy-2-methylbenzol (2)............................................... 134
10.2.1.3 1-(4-Methoxy-3-methylphenyl)-1-ethanon (3)....................................... 134
10.2.2 Darstellung der Wittigverbindungen ..................................................... 136
10.2.2.1 Darstellung von Methoxycarbonylmethylen-triphenylphosphoran (4)... 136
10.2.2.2 Darstellung von Ethoxycarbonylmethylen-triphenylphosphoran (5)...... 137
10.2.2.3 Darstellung von Isopropoxycarbonylmethylen-triphenylphosphoran
(6)......................................................................................................... 137
10.2.2.4 Darstellung von tert.-Butoxycarbonylmethylen-triphenylphosphoran
(7)......................................................................................................... 138
10.2.3 Darstellung der Hydrazone................................................................... 138
10.2.3.1 1-Phenyl-1-ethanon-1-phenylhydrazon (8)........................................... 139
10.2.3.2 1-(4-Methoxyphenyl)-1-ethanon-1-phenylhydrazon (9) ........................ 139
10.2.3.3 1-(4-Aminophenyl)-1-ethanon-1-phenylhydrazon (10).......................... 140
10.2.3.4 1-(4-Fluorophenyl)-1-ethanon-1-phenylhydrazon (11).......................... 141
10.2.3.5 1-(4-Bromophenyl)-1-ethanon-1-phenylhydrazon (12) ......................... 141
10.2.3.6 1-(4-Bromophenyl)-1-ethanon-1-methyl-1-phenylhydrazon (13) .......... 142
10.2.3.7 4-[1-(Phenylhydrazono)-ethyl]-benzonitril (14) ..................................... 143
10.2.3.8 (4-Nitrophenyl)-1-ethanon 1-phenylhydrazon (15)................................ 144
10.2.4 Darstellung der funktionalisierten Indole .............................................. 144
10.2.4.1 2-(4-Iodophenyl)-1H-indol (16) ............................................................. 144
10.2.4.2 1-Methyl-1H-2-indolcarbaldehyd (17) ................................................... 146
10.2.4.3 1-[2-(Dichlormethyl)-1-methyl-1H-3-indolyl]-1-ethanon (18) ................. 147
10.2.4.4 2-(Dimethoxymethyl)-3-isopropenyl-1-methyl-1H-indol (19)................. 148
10.2.4.5 1-Methyl-1H- 2,3-indoldicarbaldehyd (20) ............................................ 149
10.2.5 Darstellung der 2-Vinylindole................................................................ 151
10.2.5.1 (E)-3-(1-Methyl-1H-indol-2-yl)-acrylsäureethylester (21) ...................... 151
10.2.5.2 (E)-3-(1H-Indol-2-yl)-acrylsäureisopropylester (22).............................. 152
10.2.5.3 (E)-3-(1-Methyl-1H-indol-2-yl)-acrylsäure-tert.-butylester (23).............. 153
10.2.6 Darstellung der 2-Arylindole ................................................................. 154
10.2.6.1 2-Phenyl-1H-indol (24) ......................................................................... 155
10.2.6.2 1-Methyl-2-phenyl-1H-indol (25)........................................................... 156
10.2.6.3 2-(4-Methoxyphenyl)-1H-indol (26)....................................................... 157
10.2.6.4 2-(4-Methoxyphenyl)-1-methyl-1H-indol (27)........................................ 158
10.2.6.5 2-(4-Fluorophenyl)-1H-indol (28).......................................................... 159
10.2.6.6 2-(4-Fluorophenyl)-1H-indol (29).......................................................... 160
10.2.6.7 2-(4-Nitrophenyl)-1H-indol (30)............................................................. 161
10.2.6.8 1-Methyl-2-(4-nitrophenyl)-1H-indol (31) .............................................. 163
10.2.6.9 4-(1H-Indol-2-yl)-phenylamin (32) ........................................................ 164
10.2.6.10 4-(1H-Indol-2-yl)-benzoesäure (33) ...................................................... 165
10.2.6.11 4-(1-Methyl-1H-indol-2-yl)-benzoesäure (34) ....................................... 166