Issue 46, 2012

Highly regioselective nitrile oxide dipolar cycloadditions with ortho-nitrophenyl alkynes

Abstract

The dipolar cycloadditions 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.

Graphical abstract: Highly regioselective nitrile oxide dipolar cycloadditions with ortho-nitrophenyl alkynes

Supplementary files

Article information

Article type
Paper
Submitted
04 Jul 2012
Accepted
04 Oct 2012
First published
23 Oct 2012

Org. Biomol. Chem., 2012,10, 9204-9213

Highly regioselective nitrile oxide dipolar cycloadditions with ortho-nitrophenyl alkynes

M. L. McIntosh, M. R. Naffziger, B. O. Ashburn, L. N. Zakharov and R. G. Carter, Org. Biomol. Chem., 2012, 10, 9204 DOI: 10.1039/C2OB26267C

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