INVESTIGADORES
MURGUIA Marcelo Cesar
artículos
Título:
Reactions of N-Thioacetylmorfoline Anion with Iodoarenes and 1-Iodoadamantane by the SRN1 Mechanism
Autor/es:
MURGUÍA, M.C.; ROSSI, R.A.
Revista:
TETRAHEDRON LETTERS
Editorial:
PERGAMON-ELSEVIER SCIENCE LTD
Referencias:
Lugar: Amsterdam; Año: 1997 vol. 38 p. 1355 - 1358
ISSN:
0040-4039
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.
