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Updated: May 30, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Ruthenium-Catalyzed Intramolecular Allene-alkyne Cascade Cyclization: Access to the Sulfone-cyclopenta[a]naphthalene
Puja Singh1, Deepshikha1, Nand Lal1
1Department of Chemistry, Indian Institute of Technology Ropar, Rupnagar, Punjab 140001, India.
Abstract:
A ruthenium-catalyzed intramolecular cascade cyclization of allene-alkyne has been achieved. This method offers a streamlined and atom-economical approach for the construction of sulfone bearing 1H-cyclopenta[a]naphthalenes, an important structural scaffold that exists in biologically active compounds. Our approach, backed by mechanistic insights from deuterium labeling, DFT calculations, and potential for reaction scale-up, presents synthetic chemists with an invaluable tool for efficiently producing a distinct carbon framework in a one-pot manner. This protocol is operationally simple, exhibiting a broad substrate scope with consistently high yields.
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