Pyrroloindoles. 15. Synthesis of tryptamine analogs. 6,7-dihydro-3-(2-phthalimidoethyl)-1h,5h-pyrrolo[2,3-f]indole and 3-(2-phthalimidoethyl)-1H,5H-pyrrolo[2,3-f]indole

Diazotization of 1-acetyl-S-aminoindoline and reaction of the diazonium salt with ethyl -acetyl--phthalimidovalerate gave the 1-acetyl-5-iruiolhgl hydrazone of ethyl -keto--phthalimidovalerate. Cyclization of the hydrazone and subsequent hydrolysis, decarboxylation, and dehydrogenation of the pyrroloiruloline gave the corresponding tryptamines.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 209–212, February, 1994. Original article submitted July 20, 1993.