Artículo
Synthesis of arylselenide ethers by photoinduced reactions of selenobenzamide, selenourea and selenocyanate anions with aryl halides
Fecha de publicación:
03/2011
Editorial:
Pergamon-Elsevier Science Ltd
Revista:
Tetrahedron Letters
ISSN:
0040-4039
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
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 electron-withdrawing substituents, such as nitro and carbonyl groups. © 2010 Elsevier Ltd. All rights reserved.
Palabras clave:
Electron Transfer
,
Photochemistry
,
Radical
,
Srn1
,
Selenides
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Articulos(INFIQC)
Articulos de INST.DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Articulos de INST.DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Citación
Bouchet, Lydia María; Peñeñory, Alicia Beatriz; Argüello, Juan Elias; Synthesis of arylselenide ethers by photoinduced reactions of selenobenzamide, selenourea and selenocyanate anions with aryl halides; Pergamon-Elsevier Science Ltd; Tetrahedron Letters; 52; 9; 3-2011; 969-972
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