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Hypervalent Iodine Mediated Oxidative Cyclization of o-Hydroxystilbenes into Benzo- and Naphthofurans

Fateh V. Singh, Thomas Wirth*

*School of Chemistry, Cardiff University, Park Place, Cardiff, CF10 3AT, UK, Email:

F. V. Singh, T. Wirth, Synthesis, 2012, 44, 1171-1177.

DOI: 10.1055/s-0031-1290588


A convenient metal-free cyclization of ortho-hydroxystilbenes into 2-arylbenzofurans and 2-arylnaphthofurans is mediated by hypervalent iodine reagents. Using stoichiometric (diacetoxyiodo)benzene in acetonitrile, desired products can be isolated in good yields.

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Key Words

benzofurans, cyclization, hypervalent iodine reagents, iodosobenzene diacetate, naphthofurans, stilbenes

ID: J66-Y2012-0960