TITLE:
Iodocyclization of Diallyl-Dihydroxy Naphthalenes Using N-Iodosuccinimide vs Molecular Iodine in Aqueous Micelle
AUTHORS:
Pradipta Kumar Basu, Amrita Ghosh
KEYWORDS:
Di-Allyl-Dihydroxy Naphthalene; N-Iodosuccinimide; CTAB; Micelle; 5-Exo-Trig Mode; Regioselective Cyclization
JOURNAL NAME:
International Journal of Organic Chemistry,
Vol.3 No.3,
August
27,
2013
ABSTRACT: 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.