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Synthesis of Indenes via Graphene Oxide Mediated Manipulation of Morita‐Baylis‐Hillman Alcohols

A new metal‐free synthetic approach to functionalized indenes is documented. The use of commercially available graphene oxide (GO) allowed the direct access to indenyl cores (yield up to 80 %) via intramolecular Friedel‐Crafts‐type allylic alkylations with readily available Morita‐Baylis‐Hillman alc...

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Bibliographic Details
Published in:European journal of organic chemistry 2023-10, Vol.26 (37)
Main Authors: Mantovani, Sebastiano, Pintus, Angela, Kovtun, Alessandro, Bertuzzi, Giulio, Melucci, Manuela, Bandini, Marco
Format: Article
Language:English
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Summary:A new metal‐free synthetic approach to functionalized indenes is documented. The use of commercially available graphene oxide (GO) allowed the direct access to indenyl cores (yield up to 80 %) via intramolecular Friedel‐Crafts‐type allylic alkylations with readily available Morita‐Baylis‐Hillman alcohols. Combined experimental and spectroscopic investigations contributed to shed light on the reaction mechanism dealing with a nanostructured carbon material‐based C−C bond forming reaction.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202300641