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Highly Regioselective Nitrile Oxide Dipolar Cycloadditions with ortho-Nitrophenyl Alkynes

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Abstract
  • The dipolar cylcoadditions of ortho-nitrophenyl alkynes with aryl nitrile oxides has been demonstrated. A range of substituents are tolerated on the alkyne. These reactions proceed with excellent levels of regioselectivity. Subsequent functionalization of the isoxazole scaffold has been demonstrated.
  • This is the author's peer-reviewed final manuscript, as accepted by the publisher. The published article is copyrighted by the Royal Society of Chemistry and can be found at: http://pubs.rsc.org/en/journals/journalissues/ob. Supplementary information is included in the publisher's online version of the article.
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  • McIntosh, M. L., Naffziger, M. R., Ashburn, B. O., Zakharov, L. N., & Carter, R. G. (2012). Highly regioselective nitrile oxide dipolar cycloadditions with ortho-nitrophenyl alkynes. Organic & Biomolecular Chemistry, 10(46), 9204-9213. doi: 10.1039/c2ob26267c
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  • 10
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  • 46
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  • Financial support was provided by the Oregon State University (OSU) and the National Science Foundation (CHE-0848704).
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