Fused pyrazole synthesis by N-N bond formation: The pyrazolo[5,1-b]benzothiazole system

被引：0
|
作者：
Bates, DK
Kohrt, JT
Folk, H
Xia, MD
机构：
来源：
HETEROCYCLIC COMMUNICATIONS | 1997年 / 3卷 / 03期
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中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of (benzothiazol-2-yl)acetone oxime 1 with excess trifluoroacetic anhydride (TFAA) at room temperature produces 2-methyl-3-trifluoroacetylpyrazoIo[5,1-b]benzothiazole 11 in 71-92 % yield depending on the purity of the oxime. Compound II is reduced by NaBH4 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.
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页码：201 / 206
页数：6
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