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Die 2‐Phenylindole (Ia) werden nach Formylierung nach Vilsmeier‐I‐Iaack [Bildung von (Ib)] in die Oxime (Ic) überge‐ führt.

ChemInform Abstract The title compounds (V), which represent a hitherto unknown ring system, can be prepared starting from the indoles (I) via the hydrazides (III). Structure (V) is also established by an alternative pathway starting from (III) via the ketones (VII). Some intermediates in the reactions (III) → (V) and (III) → (VII) are tested for their antibacterial activity. In some cases, moderate togood effects are observed.

Die Indole (I) werden über die Hydrazide (II) und die Azide (III) in die Indol‐2‐carbamate (IV) übergeführt.

The esterification of 1-alkyl/aryl-3-ethoxy carbonyl-5-hydroxy-2-methyl indoles (1a-g) with ethyl chloroacetate and ethyl chloroformate, afforded ethyl 5-(ethoxycarbonyl) methoxy]-1-alkyl/aryl-2-methyl-indole-3-carboxylate (2a-g) and 3-(ethoxycarbonyl)-1-alkyl/aryl-2-methyl-1H-indol-5-yl ethyl carbonate (3a-g) respectively. The reaction of 1b-g with monochloroacetic acid and 2-chloropropionic acid afforded the corresponding indole acetic acid (4b-g) and propanoic acid (5b-g) derivatives respectively. These newly synthesized compounds were evaluated in vivo for potential anti-inflammatory and analgesic activities and the results were compared with indomethacin. These analogues were administered p.o. at a dose level of 20 mg/kg.

Title compounds of type (V) (6 examples), (VII) (6 examples), (X) (9 examples) and (XII) (6 examples) are prepared starting from the corresponding indole‐2‐carbohydrazides.

Fourteen compounds of type (III) are prepared and transformed to the heterocyclic systems (IV)‐(VI).

Title compounds of type (IV) and (VI) are prepared starting from the reaction between the benzopyran (I) and the anilines (II).