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Iodocyclization of Diallyl-Dihydroxy Naphthalenes Using N-Iodosuccinimide VS Molecular Iodine in Aqueous Micelle

Author(s): Pradipta Kumar Basu | Amrita Ghosh

Journal: International Journal of Organic Chemistry
ISSN 2161-4687

Volume: 03;
Issue: 03;
Start page: 176;
Date: 2013;
Original page

Keywords: Di-Allyl-Dihydroxy Naphthalene | N-Iodosuccinimide | CTAB | Micelle | 5-Exo-Trig Mode | Regioselective Cyclization

A number of doubly-fused [1,2] naphthodifurans have been synthesized from the corresponding diallyl-dihydroxy naphthalene precursors involving N-iodosuccinimide in acetonitrile and also by molecular iodine in aqueous micelle using CTAB as surfactant. The electrophilic cyclization occurs regioselectively by a 5-exo-trig mode of cyclization.
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