INFIQC   05475
INSTITUTO DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Unidad Ejecutora - UE
artículos
Título:
Synthesis of arylselenide ethers by photoinduced reactions of selenobenzamide, selenourea and selenocyanate anions with aryl halides
Autor/es:
LYDIA, M. BOUCHET;ALICIA B. PEÑEÑORY; JUAN ARGUELLO
Revista:
TETRAHEDRON LETTERS
Editorial:
PERGAMON-ELSEVIER SCIENCE LTD
Referencias:
Año: 2010
ISSN:
0040-4039
Resumen:
Selenobenzamide (¯ SeCNH(Ph), 1), selenourea (¯ SeCNH(NH2), 2) and selenocyanate (¯ SeCN,1), selenourea (¯ SeCNH(NH2), 2) and selenocyanate (¯ SeCN, 3) anions afford areneselenolate ions (ArSe¯ ) under photostimulation in the presence of tertbutoxide 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 from good to excellent yields (67-100%). This simple approach is compatible with electron donating and electron withdrawing substituents such as nitro and carbonyl groups. 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 from good to excellent yields (67-100%). This simple approach is compatible with electron donating and electron withdrawing substituents such as nitro and carbonyl groups. 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 from good to excellent yields (67-100%). This simple approach is compatible with electron donating and electron withdrawing substituents such as nitro and carbonyl groups. 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 from good to excellent yields (67-100%). This simple approach is compatible with electron donating and electron withdrawing substituents such as nitro and carbonyl groups. ) anions afford areneselenolate ions (ArSe¯ ) under photostimulation in the presence of tertbutoxide 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 from good to excellent yields (67-100%). This simple approach is compatible with electron donating and electron withdrawing substituents such as nitro and carbonyl groups.