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一种实用的、无金属的1H-吲唑合成方法。

A practical, metal-free synthesis of 1H-indazoles.

作者信息

Counceller Carla M, Eichman Chad C, Wray Brenda C, Stambuli James P

机构信息

Evans Chemical Laboratories, Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, USA.

出版信息

Org Lett. 2008 Mar 6;10(5):1021-3. doi: 10.1021/ol800053f. Epub 2008 Jan 30.

Abstract

The synthesis of 1H-indazoles is achieved from o-aminobenzoximes by the selective activation of the oxime in the presence of the amino group. The reaction occurs with a variety of substituted o-aminobenzoximes using a slight excess of methanesulfonyl chloride and triethylamine at 0-23 degrees C and is amenable to scale-up. The synthesis of 1H-indazoles under these conditions is extremely mild compared with previous synthetic approaches and affords the desired compounds in good to excellent yields.

摘要

通过在氨基存在下选择性活化肟,由邻氨基苯肟实现了1H-吲唑的合成。该反应在0至23摄氏度下,使用略微过量的甲磺酰氯和三乙胺,与多种取代的邻氨基苯肟发生反应,并且适合放大规模。与先前的合成方法相比,在这些条件下1H-吲唑的合成极其温和,并以良好至优异的产率得到所需化合物。

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