1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with nitrile oxides and nitrones

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MK_1,3-Dipolar-AV-2010.pdf(637.62 KB)
Accepted Version
Date
2010-06-19
Authors
Kissane, Marie
Lawrence, Simon E.
Maguire, Anita R.
Journal Title
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Volume Title
Publisher
Elsevier
Published Version
10.1016/j.tet.2010.04.057
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Abstract
1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with nitrile oxides and nitrones is described. A series of novel isoxazolines are isolated from the nitrile oxide cycloadditions, whilst the isoxazolines generated from the nitrone cycloadditions undergo further ring opening to yield piperidines.
Description
Keywords
1,3-dipolar cycloadditions , 2-thio-3-chloroacrylamides , Nitrile oxides , Nitrones , Isoxazolines , Piperidines
Citation
KISSANE, M., LAWRENCE, S. E. & MAGUIRE, A. R. 2010. 1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with nitrile oxides and nitrones. Tetrahedron, 66, 4564-4572. doi: 10.1016/j.tet.2010.04.057
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URI
https://hdl.handle.net/10468/588
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Chemistry - Journal Articles
Analytical & Biological Chemistry Research Facility - Journal Articles
Pharmacy - Journal Articles
Copyright
© 2010 Elsevier Ltd. All rights reserved. NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron, [VOL 66, ISSUE 25, (19/06/2010)] DOI10.1016/j.tet.2010.04.057