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Paper | Regular issue | Vol 89, No. 9, 2014, pp.2122-2136
Published online, 26th August, 2014
DOI: 10.3987/COM-14-13071
One-Pot Preparation of 2-Arylbenzofurans from Oximes with Diaryliodonium Triflate

Kotaro Miyagi, Katsuhiko Moriyama, and Hideo Togo*

*Graduate School of Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan


A variety of 2-arylbenzofurans were obtained in good yields by the O-arylation of oximes with diaryliodonium triflates, followed by the treatment with HCl in dioxane under warming conditions through the [3,3]-sigmatropic reaction. The present reaction is one-pot transition metal-free method for the preparation of various 2-arylbenzofurans from oximes, which are easily available from the reaction of alkyl aryl ketones with hydroxylamine.