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Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Engaging visible light-induced triplet sensitization towards intramolecular [4+2] cycloadditions of naphthalenes and
Sanghamitra Naik1, Pramod Rai1, Biplab Maji1
1Department of Chemical Sciences, Indian Institute of Science Education and Research Kolkata, Mohanpur, 741246, India. bm@iiserkol.ac.in.
Abstract:
Herein, we report the visible light-promoted intramolecular [4+2] cycloadditions of alkene-tethered naphthalenes and quinolines by employing a metal-free photocatalyst. The endeavor leverages the triplet sensitization of the designed substrates to give a wide range of monoxolane-bearing 3D scaffolds in high yields and selectivities. The appended mechanistic studies elucidate the proposed reaction pathway that involves triplet energy transfer catalysis.
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