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 Bronsted acidity, epoxide moieties, and pi-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 / Laura Favaretto, Juzeng An, Marco Sambo, Assunta De Nisi, Cristian Bettini, Manuela Melucci, Alessandro Kovtun, Andrea Liscio, Vincenzo Palermo, Andrea Bottoni, Francesco Zerbetto, Matteo Calvaresi, Marco Bandini. - In: ORGANIC LETTERS. - ISSN 1523-7052. - ELETTRONICO. - 20:12(2018), pp. 3705-3709. [10.1021/acs.orglett.8b01531]
Graphene Oxide Promotes Site-Selective Allylic Alkylation of Thiophenes with Alcohols
AN, JUZENGMembro del Collaboration Group
;Assunta De NisiMembro del Collaboration Group
;Manuela MelucciSupervision
;PALERMO, VINCENZOMembro del Collaboration Group
;Andrea BottoniWriting – Review & Editing
;Francesco ZerbettoWriting – Review & Editing
;Matteo CalvaresiData Curation
;Marco Bandini
Writing – Original Draft Preparation
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 Bronsted acidity, epoxide moieties, and pi-surface of the 2D-promoter is highlighted as crucial in the reaction course of the present Friedel-Crafts-type protocol.File | Dimensione | Formato | |
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