3-Oxo 3H-indole from dioxygen copper-catalyzed oxidation of indole: One-flask synthesis of 2-dialkylamino 3-oxo 3H-indoles.
P Capdevielle, M Maumy
Index: Capdevielle, Patrice; Maumy, Michel Tetrahedron Letters, 1993 , vol. 34, # 18 p. 2953 - 2956
Full Text: HTML
Citation Number: 23
Abstract
Abstract Cu (I) Cl-catalyzed oxidation of indole 1 by dioxygen in anhydrous acetonitrile leads to highly reactive 3-oxo 3H-indole 2, which provides directly 2-dialkylamino 3-oxo 3H- indoles 3 in presence of dialkylamines. Amidines 3, previously difficult to prepare, are potentially useful synthons in the field of heterocyclic chemistry.
Related Articles:
[Wentrup, Curt; Thetaz, Celestin; Tagliaferri, Enrico; Lindner, Hans Joerg; Kitschke, Brigitte; et al. Angewandte Chemie, 1980 , vol. 92, # 7 p. 556 - 557]
[Malapel-Andrieu, Beatrice; Merour, Jean-Yves Tetrahedron, 1998 , vol. 54, # 37 p. 11095 - 11110]