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Graphene Oxide Promotes Site-Selective Allylic Alkylation of Thiophenes with Alcohols.

Laura FavarettoJuzeng AnMarco SamboAssunta De NisiCristian BettiniManuela MelucciAlessandro KovtunAndrea LiscioVincenzo PalermoAndrea BottoniFrancesco ZerbettoMatteo CalvaresiMarco Bandini
Published in: Organic letters (2018)
The graphene oxide (GO) assisted allylic alkylation of thiophenes with alcohols is presented. Mild reaction conditions and a low GO loading enabled the isolation of a range of densely functionalized thienyl and bithienyl compounds in moderate to high yields (up to 90%). The cooperative action of the Brønsted acidity, epoxide moieties, and π-surface of the 2D-promoter is highlighted as crucial in the reaction course of the present Friedel-Crafts-type protocol.
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