Abstract
The reaction of 1-alkyl-2-aminoindoles with β-dicarbonyl compounds forms N-substituted α-carbolines, which is a new method for the synthesis of these difficulty accessible compounds. If the nitrogen atom is not alkylated, cyclization involving both nitrogen atoms takes place, leading to a previously unknown heterocycle, pyrimidino[l, 2-β]indole.
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A. N. Sheinkman, A. N. Kost, I. V. Komissarov, A. O. Ginzburg, K. A. Arnol'dova, and L. P. Makhno, KhFZh, no. 9, 29, 1968.
J. Kebrle and K. Hoffmann, Helv. Chim. Acta, 39, 116, 1956.
L. Cohen, J. Daly, H. Kny, and B. Witkop, J. Am. Chem. Soc., 82, 2184, 1960.
L. N. Yakhontov, E. V. Pronina, and M. V. Rubtsova, KhGS [Chemistry of Heterocyclic Compounds], 3, 687, 1967.
J. Beynon, Mass Speetrometry and Its Use in Organic Chemistry [Russian translation], Mir, Moscow, 410, 1964.
K. Abramovitch, D. Hey, and R. Mully, J. Chem. Soc., 4263, 1954.
V. Rouseau and H. Lindwall, J. Am. Chem. Soc., 72, 3047, 1950.
R. Pschorr and G. Hoppe, Ber., 43, 2543, 1910.
H. Hoffmann and J. Kebrle, US patent no. 2875212, 1959; C. A., 53, 1615, 1959.
G. V. Protopopova and A. P. Skoldinov, ZhOKh, 27, 57, 1957.
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For part X, see [1].
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Kost, A.N., Sagitullin, R.S., Gorbunov, V.I. et al. The chemistry of indole. Chem Heterocycl Compd 6, 334–337 (1970). https://doi.org/10.1007/BF00471236
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DOI: https://doi.org/10.1007/BF00471236