1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with diazoalkanes

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Date
2010-06-21
Authors
Kissane, Marie
Lawrence, Simon E.
Maguire, Anita R.
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Volume Title
Publisher
RSC Publishing
Published Version
10.1039/C002479A
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Abstract
2-Thio-3-chloroacrylamides undergo 1,3-dipolar cycloadditions with diazoalkanes leading to a series of novel pyrazolines and pyrazoles. The mechanistic and synthetic features of the cycloadditions to the 2-thio-3-chloroacrylamides at both the sulfide and sulfoxide levels of oxidation are rationalised on the basis of the nature of the substituents.
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Keywords
2-Thio-3-chloroacrylamides , 1,3-dipolar cycloadditions , Pyrazolines , Sulfide , Sulfoxide , Diazoalkanes , Phenyldiazomethane , Cycloadditions
Citation
KISSANE, M., LAWRENCE, S. E. & MAGUIRE, A. R. 2010. 1,3-Dipolar cycloadditions of 2-thio-3-chloroacrylamides with diazoalkanes. Organic & Biomolecular Chemistry, 8, 2735-2748. DOI: 10.1039/C002479A
Link to publisher’s version
http://pubs.rsc.org/en/content/articlelanding/2010/ob/c002479a
 http://www.rsc.org/suppdata/ob/c0/c002479a/c002479a.txt
 http://www.rsc.org/suppdata/ob/c0/c002479a/c002479a.pdf
URI
https://hdl.handle.net/10468/596
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Chemistry - Journal Articles
Analytical & Biological Chemistry Research Facility - Journal Articles
Pharmacy - Journal Articles
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©2010, The Authors. Exclusive licence to publish RSC Publishing.