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Efficient and Connective Assembly of Highly Functionalized Benzofurans Using o-Hydroxyphenones and Dichloroethylene

Florian Schevenels and István E. Markó*

*Laboratory of Organic and Medicinal Chemistry, Université Catholique de Louvain, Bâtiment Lavoisier, Place Louis Pasteur 1 bte L4.01.02. 1348 Louvain-la-Neuve, Belgium, Email: istvan.markouclouvain.be

F. Schevenels, I. E. Markó, Org. Lett., 2012, 14, 1298-1301.

DOI: 10.1021/ol300186s (free Supporting Information)


Abstract

Base-catalyzed condensation of o-hydroxyphenones with 1,1-dichloroethylene enables the preparation of highly functionalized benzofurans via the corresponding chloromethylene furans. These labile intermediates undergo a facile rearrangement into benzofuran carbaldehydes under mild acidic conditions.

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Key Words

Benzofurans


ID: J54-Y2012-0670