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An Alkynyliodide Cycloaddition Strategy for the Construction of Iodoisoxazoles

James A. Crossley and Duncan L. Browne*

*Department of Chemistry, University of Sheffield, Sheffield S3 7HF, U.K., Email: d.browneshef.ac.uk

J. A. Crossley, D. L. Browne, J. Org. Chem., 2010, 75, 5351-5354.

DOI: 10.1021/jo1011174


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Abstract

A thermally promoted cycloaddition between alkynyliodides and nitrile oxides offers excellent regioselectivity and a broad scope with respect to both starting materials. Further functionalization of the highly decorated iodoisoxazole motifs can be achieved via Suzuki cross-coupling.

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Key Words

isoxazoles


ID: J42-Y2010-2230