Abstract
Curtius rearrangement of azides of 3-indolylalkanoic acids gave 3-indolyl isocyanates, which were converted to ureas by the action of ammonia and amines. Urethanes were obtained by alcoholysis of 3-indolyl isocyanate, and 1-(3-indolyl)-2-azetidinone was obtained by reaction with diazomethane. Hydrolysis of 3-indolyl isocyanate and hydrogenolysis of its benzylurethane gave 3-aminoindole hydrochloride, which was characterized by synthesis of the monoacetyl derivative.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1099–1105, August, 1975
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Suvorov, N.N., Velezheva, V.S., Yarosh, A.V. et al. Indole derivatives. Chem Heterocycl Compd 11, 959–964 (1975). https://doi.org/10.1007/BF00470499
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DOI: https://doi.org/10.1007/BF00470499