Artículo

Synthesis of arylselenide ethers by photoinduced reactions of selenobenzamide, selenourea and selenocyanate anions with aryl halides

Bouchet, Lydia MaríaIcon ; Peñeñory, Alicia BeatrizIcon ; Argüello, Juan EliasIcon
Fecha de publicación: 03/2011
Editorial: Pergamon-Elsevier Science Ltd
Revista: Tetrahedron Letters
ISSN: 0040-4039
Idioma: Inglés
Tipo de recurso: Artículo publicado

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.

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http://dx.doi.org/10.1016/j.tetlet.2010.11.115
https://www.sciencedirect.com/science/article/pii/S0040403910021350
info:eu-repo/semantics/restrictedAccess Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)
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
URI: http://hdl.handle.net/11336/67366
 

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