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Synthesis of Indenes via Graphene Oxide Mediated Manipulation of Morita-Baylis-Hillman Alcohols |
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| Authors: | Sebastiano Mantovani Angela Pintus Dr Alessandro Kovtun Dr Giulio Bertuzzi Dr Manuela Melucci Prof Marco Bandini |
| Institution: | 1. Istituto per la Sintesi Organica e Fotoreattività (ISOF) – CNR, Via Gobetti 101, 40129 Bologna, Italy;2. Dipartimento di Chimica “Giacomo Ciamician”, Alma Mater Studiorum –, Università di Bologna, Via P. Gobetti 85, 40129 Bologna, Italy |
| 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. |
| Keywords: | alcohols carbocatalysis graphene oxide indenes Morita-Baylis-Hillman |