Organothiosilanes in the synthesis of functionalized benzothiophenes and benzofurans

Fluoride-ion-induced reactivity of bromo(phenylthio)methyltrimethylsilane with o-hydroxy benzaldehyde and o-mercaptobenzyl alcohol afforded direct and simple access to 2,3-dihydro-2-phenylthio-3-hydroxybenzofuran and 2-phenylthio-3-hydroxy-2,3-dihydrobenzothiophene, respectively. 2-Phenoxy-3-hydroxy...

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Bibliographic Details
Published in:Journal of sulfur chemistry 2009-08, Vol.30 (3-4), p.319-326
Main Authors: Capperucci, Antonella, Degl'Innocenti, Alessandro, Nocentini, Tiziano, Pollicino, Salvatore
Format: Article
Language:English
Subjects:
2,3-dihydrobenzofuran
2,3-dihydrobenzothiophene
fluoride ion
organothiosilanes
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Summary:Fluoride-ion-induced reactivity of bromo(phenylthio)methyltrimethylsilane with o-hydroxy benzaldehyde and o-mercaptobenzyl alcohol afforded direct and simple access to 2,3-dihydro-2-phenylthio-3-hydroxybenzofuran and 2-phenylthio-3-hydroxy-2,3-dihydrobenzothiophene, respectively. 2-Phenoxy-3-hydroxy-2,3-dihydrobenzo-thiophene could be similarly obtained through a slightly modified procedure.
ISSN:1741-5993
1741-6000
DOI:10.1080/17415990902998587