An isomerization-ring-closing metathesis strategy for the synthesis of substituted benzofurans

Willem A. L. van Otterlo*, Garreth L. Morgans, Lee G. Madeley, Samuel Kuzvidza, Simon S. Moleele, Natalie Thornton and Charles B. de Koning

*School of Chemistry, Molecular Sciences Institute, University of the Witwatersrand, PO Wits 2050, Johannesburg, South Africa, Email: willemaurum.chem.wits.ac.za

W. A. L. van Otterlo, G. L. Morgans, L. G. Madeley, S. Kuzvidza, S. S. Moleele, N. Thornton, C. B. de Koning, Tetrahedron, 2005, 61, 7746-7755.

DOI: 10.1016/j.tet.2005.05.090

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Abstract

Substituted benzofurans were synthesized from their corresponding substituted 1-allyl-2-allyloxybenzenes using ruthenium-catalyzed C- and O-allyl isomerization followed by ring-closing metathesis.

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Key Words

Benzofurans, Isomerizations, Ring-closing metathesis, Enol Ethers

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ID: J72-Y2005-3010