INVESTIGADORES
MURGUIA Marcelo Cesar
artículos
Título:
Reaction of o-Iodoaniline with Aromatic Ketones in DMSO. Synthesis of 2-Aryl or Hetaryl Indoles
Autor/es:
ROSSI, R.A.; PIERINI, A.B.; MURGUÍA, M.C.; NAZARENO, M.A.; BAUMGARTNER, M.T.
Revista:
SYNTHESIS-STUTTGART
Editorial:
GEORG THIEME VERLAG KG
Referencias:
Lugar: New York; Año: 1999 p. 2053 - 2056
ISSN:
0039-7881
Resumen:
The anion of N-acetylthiomorpholine 2 was studied in photostimdated reactions with iodobenzene la and l-iodonaphthalene lb in DMSO, giving good yields of the substitution products 3a and 3b by the SRN1 mechanism. The reaction of la with 2 is also induced with FeBr2. l-Iodoadamantane 4 did not react with the anion of N-acetylmotpholine, but reacted with 2 to give the substitution product 5 under irradiation. By competition experiments, acetophenune enolate ions are 1.4 times more reactive than 2 toward la and 3.3 times toward 4.
