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Updated: Mar 30, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Aerobic Dimerization of Enediyne Compounds: Construction of Naphthalene Frameworks
Dongxu Wang1, Fei Ling1, Xiang Liu1
1Department of Chemistry, Zhejiang University, 20 Yugu Road, Hangzhou 310027 (China).
Abstract:
The first bimolecular oxygenative annulation of enediyne compounds leading to naphthalene frameworks has been developed by using Pd(OAc)2 as the catalyst in the presence of NaI under O2 (1 atm). This reaction provided efficient access to a class of symmetric core-annulated naphthalenes by the homoannulation of enediyne-imides. Intriguingly, the crossover annulation of enediyne-imides and other functionalized enediynes could also be achieved by the same catalytic system, resulting in the formation of several unsymmetrical naphthalene derivatives. Preliminary mechanistic investigation using (18) O isotopic labelling and radical scavengers indicated that radical oxygen incorporation cascades might be involved in this conversion.
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