INFIQC 05475
INSTITUTO DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Unidad Ejecutora - UE
artículos
Título:
Synthesis of arylselenide compounds by photoinduced reactions of selenobenzamide, selenourea and selenocyanate anions with aryl halides.
Autor/es:
BOUCHET, LYDIA; ALICIA B. PEÑÉÑORY; ARGÜELLO, JUAN E
Revista:
TETRAHEDRON LETTERS
Editorial:
PERGAMON-ELSEVIER SCIENCE LTD
Referencias:
Año: 2011 vol. 52 p. 969 - 972
ISSN:
0040-4039
Resumen:
Selenobenzamide (SeCNH(Ph), 1), selenourea (SeCNH(NH2), 2) and selenocyanate (SeCN, 3) anions afford areneselenolate ions (ArSe) under photostimulation in the presence of tert-butoxide or 2-naphthoxide ions as electron donors (entrainment conditions) in DMSO. In a ?one-pot? procedure, ArSe anions can be trapped by a subsequent aliphatic nucleophilic substitution giving aryl methyl selenides in good to excellent yields (67?100%). This simple approach is compatible with electron-donating and electronwithdrawing substituents, such as nitro and carbonyl groups.
