INVESTIGADORES
NAZARENO Monica Azucena
artículos
Título:
Reactions of o Iodoaniline with Aromatic Ketones in DMSO. Synthesis of 2 Aryl and 2 Hetaryl Indoles.
Autor/es:
BAUMGARTNER, M.T.; NAZARENO M. A.; MURGUÍA M.C.; PIERINI, A.B.; ROSSI, R. A.
Revista:
SYNTHESIS-STUTTGART
Editorial:
GEORG THIEME VERLAG KG
Referencias:
Lugar: Sttugart; Año: 1999 vol. 12 p. 2053 - 2056
ISSN:
0039-7881
Resumen:
The reactions of o-iodoaniline (1) with the enolate anions from acetone (2), acetophenone (4), 2-acetylnaphthalene (6), 2-acetyl-1-methylpyrrole (8a) and 2-acetylthiophene (8b) in DMSO give respectively the corresponding 2- substituted indoles in 63, 88, 73, 93 and 82% yields. These reactions are proposed to take place by an S(RN)1 mechanism. Depending on the ketone enolate ion involved, the reactions can occur under light or Fe(II) salts initiation.
