Synthesis and ring closure reactions of pyrido[3,2,1‐jk]carbazol‐6‐ones |
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Authors: | Hoai V Dang Bernd Knobloch Nargues S Habib Thomas Kappe Wolfgang Stadlbauer |
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Abstract: | 4‐Hydroxy‐5‐phenylpyrido3,2,1‐jk]carbazol‐6‐ones ( 4, 5 ), which were obtained from carbazoles 1 and malonates 2 or 3 , were converted to reactive intermediates such as 4‐chlorides 9 or 4‐tosylates 10 , which gave in turn 4‐azido‐5‐phenyl derivatives 11 . 5‐Alkyl‐4‐azides 11 were not obtained in this manner; however a new one‐pot azidation reaction was developed starting from 4‐hydroxy derivatives 4 which gave azides 11 in good yields. 4‐Azido‐5‐phenyl derivative 11f cyclized on thermolysis to the indole 12 . The thermal behaviour of the azides 11 was studied by thermoanalytical methods (DSC). |
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