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

Author:

Mantovani Sebastiano1,Pintus Angela1,Kovtun Alessandro1,Bertuzzi Giulio23,Melucci Manuela1,Bandini Marco23ORCID

Affiliation:

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

3. Center for Chemical Catalysis – C3 Via P. Gobetti 85 40129 Bologna Italy

Abstract

AbstractA 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.

Funder

Università di Bologna

Ministero dell’Istruzione, dell’Università e della Ricerca

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

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