Counceller Carla M, Eichman Chad C, Wray Brenda C, Stambuli James P
Evans Chemical Laboratories, Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, USA.
Org Lett. 2008 Mar 6;10(5):1021-3. doi: 10.1021/ol800053f. Epub 2008 Jan 30.
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.
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。
