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Communication | Regular issue | Vol 41, No. 4, 1995, pp.647-650
Published online, 1st January, 1970
DOI: 10.3987/COM-94-6996
A Convenient Synthesis of Benzofuran-3-acetic Acids

Yagamare Fall, Lourdes Santana, Marta Teijeira, and Eugenio Uriarte

*Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Santiago de Compostela, E-15706 Santiago de Compostela, Spain


We described a two-step synthesis of benzofuran-3-acetic acids (1) from phenols (2) involving alkali-mediated rearrangement of 4-halomethylcoumarins (3) via α,β-unsaturated acids (4). Electron-donating substituents at the meta position of the phenol favour high yields of the coumarin, which in all cases rearranges to afford benzofuran-3-acetic acids in near quantitative yields.