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Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
 

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes

Article DOI: 10.3791/50511-v • 12:07 min • April 1st, 2013
April 1st, 2013 •
1, 1, 1
1Department of Chemistry, University of Pittsburgh

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Microwave-assisted intramolecular dehydrogenative Diels-Alder (DA) reactions provide concise access to functionalized cyclopenta[b]naphthalene building blocks. The utility of this methodology is demonstrated by one-step conversion of the dehydrogenative DA cycloadducts into novel solvatochromic fluorescent dyes via Buchwald-Hartwig palladium-catalyzed cross-coupling reactions.

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Keywords: Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions Functionalized Naphthalenes Solvatochromic Dyes Cyclopenta[b]naphthalenes Buchwald-Hartwig Palladium-catalyzed Cross-coupling Fluorescence Spectroscopy
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