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 inJournal of sulfur chemistry Vol. 30; no. 3-4; pp. 319 - 326
Main Authors Capperucci, Antonella, Degl'Innocenti, Alessandro, Nocentini, Tiziano, Pollicino, Salvatore
Format Journal Article
LanguageEnglish
Published Taylor & Francis 01.08.2009
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