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Updated: Sep 11, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Mechanochemical Preferential Bromination at the α-Position of Activated Naphthalenes
Pramod Kumar1, Subhro Chatterjee1, Martin Putala1
1Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University in Bratislava, Ilkovicova 6, Bratislava, 842 15, Slovakia.
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This study is the exploration of a solvent-free, mechanochemically enabled sustainable pathway for rapid and preferential selective α-bromination of β-functionalized naphthalenes using N-bromosuccinimide. Gram-scale synthesis and diverse post-functionalizations demonstrate the versatility of the α-brominated β-functionalized naphthalenes in organic synthesis, pharmaceuticals, materials, and catalysis. This green and environment-benign approach, having E-factor of 0.5, offers high yields up to 98% within 30 minutes and highlights broad functional electron-donating groups (EDGs) along with limitations of electron-withdrawing groups (EWGs).
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