fused pyrazole synthesis by n-n bond formation: The pyrazolo [5,1-b] benzothiazole system
Document Type
Article
Publication Date
1-1-1997
Abstract
Treatment of (benzothiazol-2-yl)acetone oxime 1 with excess trifluoroacetic anhydride (TFAA) at room temperature produces 2-methyl-3-trifluoroacetylpyrazoIo[5, l-Z> ]benzothiazole 11 in 71-92 % yield depending on the purity of the oxime. Compound 11 is reduced by NaBHi to the corresponding alcohol 12 and hydrolyzed to the corresponding carboxylic acid 13 under alkaline conditions. Other reagents commonly used to promote Beckmann rearrangement of oximes cause only decomposition of 1 to intractable materials. © 2011 by Walter de Gruyter GmbH & Co. All rights reserved.
Publication Title
Heterocyclic Communications
Recommended Citation
Bates, D.,
Kohrt, J.,
Folk, H.,
&
Xia, M.
(1997).
fused pyrazole synthesis by n-n bond formation: The pyrazolo [5,1-b] benzothiazole system.
Heterocyclic Communications,
3(3), 201-206.
http://doi.org/10.1515/HC.1997.3.3.201
Retrieved from: https://digitalcommons.mtu.edu/michigantech-p/13461