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Updated: Feb 28, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Palladium-Catalyzed Intramolecular meta-C-H Arylation Assisted by Nitrile Templates Under Microwave-Accelerated
Kurella Mounika1, Gedu Satyanarayana1
1Department of Chemistry, Indian Institute of Technology Hyderabad, Kandi, Sangareddy, Telangana 502284, India.
Abstract:
Although intermolecular meta-C-H arylation has been thoroughly studied and well established, the intramolecular version of meta-C-H arylation is still largely unexplored and offers exciting opportunities for future research. With these considerations, we describe a palladium-catalyzed intramolecular meta-C-H arylation of 3-(4-benzylphenyl)propanoates, enabled by both aliphatic and aromatic nitrile templates under microwave-assisted conditions. This approach provides an efficient alternative pathway to fluorene frameworks via template-directed meta-C-H arylation. The method afforded fluorene derivatives exclusively in good to excellent yields. Additionally, postsynthetic modifications are used to access cyclopenta[b]fluorenones.
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