903902-86-3Relevant academic research and scientific papers
Synthesis of 8-substituted tetrahydro-γ-carbolines
Bridoux, Alexandre,Goossens, Laurence,Houssin, Raymond,Henichart, Jean-Pierre
, p. 571 - 578 (2006)
The Fischer reaction is applied to the synthesis of 8-substituted tetrahydro-γ-carbolines with electron-donating or electron-withdrawing groups, using catalytic or thermal methods. The reaction conditions must be varied according to the nature of the N 1 substituent of the piperidone. The best results are observed when a releasing group is present on the arylhydrazine and a benzyl substituent on the nitrogen of piperidone. Formation of carbolines with a withdrawing substituent is observed in soft acidic conditions; in others, reaction ended at the hydrazone level or did not evolve.
