| Abstrakt: |
Substituted 10,11dihydro5Hdibenzb,fazepines are key synthons in the syntheses of a number of pharmaceutically active compounds such as imipramine, chlorimipramine, and desimipramine analogues. A facile synthesis of substituted 10,11dihydro5Hdibenzb,fazepines is described, starting out from com mercially available 2bromotoluenes or 2nitrotoluenes. Initial αbromination with Nbromosuccinimide and subsequent reaction with triethylphosphite afforded the corresponding benzyl phosphonic ester deriva tives. After reaction with benzaldehyde derivatives, the expected HornerEmmons reaction products were obtained. Hydrogenation gave the amino derivatives which were transformed into the corresponding formamides. Under Goldberg conditions 1, the final ring closing step was performed to give the substituted 10,11dihydro5Hdibenzb,fazepines in 46–75 yield. |
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