An efficient, inexpensive, and shelf-stable diazotransfer reagent: Imidazole-1-sulfonyl azide hydrochloride
An efficient, inexpensive, and shelf-stable diazotransfer reagent: Imidazole-1-sulfonyl azide hydrochloride
复制标题
DOI：
10.1021/ol701581g
复制
发表时间：
2007-09-13
期刊：
影响因子：
5.2
通讯作者：
Stick, Robert V.
中科院分区：
文献类型：
--
作者：
Goddard-Borger, Ethan D.;Stick, Robert V.
报道了一种新的重氮转移试剂咪唑磺酰叠氮盐酸盐的设计与合成。已证明该试剂在将伯胺转化为叠氮化物和将活化的亚甲基底物转化为重氮化合物中作为“重氮供体”的能力方面与三氟甲磺酰基叠氮化物相当。重要的是，这种试剂可以在一锅反应中从廉价的材料大规模制备，是储存稳定的，并且是方便的结晶。
The design and synthesis of a new diazotransfer reagent, imidazole-l-sulfonyl azide hydrochloride, are reported. This reagent has proven to equal triflyl azide in its ability to act as a "diazo donor" in the conversion of both primary amines into azides and activated methylene substrates into diazo compounds. Crucially, this reagent can be prepared in a one-pot reaction on a large scale from inexpensive materials, is shelf-stable, and is conveniently crystalline.