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Department of Chemistry, Analytical and Biological Chemistry Research Facility, University College Cork, Cork, Ireland
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Department of Chemistry & School of Pharmacy, Analytical and Biological Chemistry Research Facility, University College Cork, Cork, Ireland
E-mail: a.maguire@ucc.ie
; Fax: +353 21 4274097
; Tel: +353 21 4901693
Org. Biomol. Chem., 2010,8, 2735-2748
DOI:
10.1039/C002479A
Received
10 Feb 2010,
Accepted
24 Mar 2010
First published online
23 Apr 2010
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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Organic & Biomolecular Chemistry
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