The preparation of highly functionalized benzofurans by a unique and connective transformation is reported. Base-catalyzed condensation of o-hydroxyphenones with 1,1-dichloroethylene generates the corresponding chloromethylene furans. These labile intermediates undergo a facile rearrangement into benzofuran carbaldehydes under mild acidic conditions.
Schevenels, F., & Marko, I. (2012). Efficient and Connective Assembly of Highly Functionalized Benzofurans Using o-Hydroxyphenones and Dichloroethylene. Organic Letters, 14(5), 1298 (02/03/12). https://doi.org/10.1021/ol300186s (Original work published 2012)