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Metal-Free Visible-Light-Mediated Aromatization of 1,2-Dihydronaphthalenes

Abstract : A series of polyaromatic naphthalenes have been synthesized through the dehydrogenation of the corresponding 1,2‐dihydroarylnaphthalenes by using 9‐mesityl‐10‐methylacridinium perchlorate as a photocatalyst and diphenyliodonium triflate as an external oxidant under visible light irradiation. The reaction proceeds smoothly under metal‐free conditions and tolerates some functionalities. Interestingly, the reaction is also amenable to the aromatization of tetrahydronaphthalenes and fair conversions were obtained. Preliminary mechanistic investigations have been conducted and a reasonable mechanism is proposed.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02479941
Contributor : Jocelyne Levillain <>
Submitted on : Friday, February 14, 2020 - 6:42:55 PM
Last modification on : Thursday, July 2, 2020 - 3:21:35 AM

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Fatima Rammal, Annie-Claude Gaumont, Sami Lakhdar. Metal-Free Visible-Light-Mediated Aromatization of 1,2-Dihydronaphthalenes. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2020, 2020 (10), pp.1482-1485. ⟨10.1002/ejoc.201901410⟩. ⟨hal-02479941⟩

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