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.
Sebastiano Mantovani, A.P. (2023). Synthesis of Indenes via Graphene Oxide Mediated Manipulation of Morita-Baylis-Hillman Alcohols. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 26, 1-5 [10.1002/ejoc.202300641].
Synthesis of Indenes via Graphene Oxide Mediated Manipulation of Morita-Baylis-Hillman Alcohols
Sebastiano Mantovani;Giulio Bertuzzi;Manuela Melucci
;Marco Bandini
2023
Abstract
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.| File | Dimensione | Formato | |
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EurJOC-23 (GO-MBH).pdf
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Synthesis of indenes (supporting information).pdf
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