Artículos de revistas
An Alternative Synthesis Of 1,2,3,4-tetrahydro-9h-pyrido-[3,4-b]-indole [uma Síntese Alternativa Para O (± )-1,2,3,4-tetraidro-{9h-pirido-[3,4-b]}-indol]
Registro en:
Revista Brasileira De Ciencias Farmaceuticas/brazilian Journal Of Pharmaceutical Sciences. , v. 39, n. 3, p. 259 - 264, 2003.
15169332
2-s2.0-0344851631
Autor
De Oliveira A.J.B.
Koike L.
Institución
Resumen
The 1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]-indole, a compound with tranquillizing properties, was prepared in 16% overall yield from the 3-indole-acetaldehyde and tryptamine by applying the classical Pictet-Spengler condensation. Physical and spectroscopic data for such compound are presented. 39 3 259 264 Cox, E.D., Cook, J.M., The Pictet-Spengler condensation: A new direction for an old reaction (1995) Chem. Rev., 95 (6), pp. 1797-1842 Cordell, G.A., (1981) Introduction to Alkaloids: A Biogenetic Approach, p. 1055. , New York: Willey Gaignault, Vacher, J., Frechet, D., [9H]-pyrido-[3,4-b]-indoles. United States Patent n. 4,0005,206, Jan. 25, 1977Lukáts, P.A., Károlyházy, J.M., Szabó, L., Podány, B., First direct and detailed stereochemical analysis of strictosidine (1997) J. Nat. Prod., 60 (2), pp. 69-75 Massiot, G., Boumendji, A., Nuzillard, J.M., Une synthése facile du tryptophaldéhyde. Syntése et détermination de structure de le murraycarine (1990) Bull. Soc. Chem. Fr., 127, pp. 645-647. , Paris Moffat, J.G., Pfitzner, K.E., Sulfoxide-carbodiimidé reactions. II Scope of oxidation reactions (1965) J. Am. Chem. Soc., 87, pp. 5670-5678. , Columbus Raman, A.U., Basha, A., (1983) Biosynthesis of Indole Alkaloids, pp. 45-93. , Oxford: Clarendon Press Robert, G.M.T., Ahond, A., Poupat, C., Potier, P., Jollês, C., Jousselin, A., Aspidosperma de Guyane: Alcaloïdes de Aspidosperma marcgravianum (1983) J. Nat. Prod., 46 (5), pp. 694-707. , Columbus Whaley, W.M., Govindachari, T.R., The Pictet-Spengler synthesis of tetrahydroisoquinolines and related compounds (1951) Organic Reactions, 6, p. 151. , Adams, R., ed. New York: Wiley