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 ?-surface of the 2D-promoter is highlighted as crucial in the reaction course of the present Friedel-Crafts-type protocol.

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

Favaretto Laura;Bettini Cristian;Melucci Manuela;Kovtun Alessandro;Liscio Andrea;Liscio Andrea;Palermo Vincenzo;
2018

Abstract

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 ?-surface of the 2D-promoter is highlighted as crucial in the reaction course of the present Friedel-Crafts-type protocol.
2018
Istituto per la Sintesi Organica e la Fotoreattivita' - ISOF
Inglese
20
12
3705
3709
https://pubs.acs.org/doi/abs/10.1021/acs.orglett.8b01531
Sì, ma tipo non specificato
graphene
6
info:eu-repo/semantics/article
262
Favaretto, Laura; An, Juzeng; Sambo, Marco; De Nisi, Assunta; Bettini, Cristian; Melucci, Manuela; Kovtun, Alessandro; Liscio, Andrea; Liscio, Andrea;...espandi
01 Contributo su Rivista::01.01 Articolo in rivista
none
   Graphene-based disruptive technologies
   GrapheneCore1
   H2020
   696656

   2006 GOALI GRANTEES WORKSHOP TO BE HELD AT NSF ON FEB. 16-17, 2006.
   NSF
   0620104
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/359959
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