One-Pot Sulfonamide Synthesis Exploiting the Palladium-Catalyzed Sulfination of Aryl Iodides

One-Pot Sulfonamide Synthesis Exploiting the Palladium-Catalyzed Sulfination of Aryl Iodides
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DOI:
10.1055/s-0035-1560578
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发表时间:
2016-01-01
期刊:
影响因子:
2
通讯作者:
Willis, Michael C.
Willis, Michael C.
中科院分区:
化学4区
文献类型:
--
作者:
Flegeau, Emmanuel Ferrer;Harrison, Jack M.;Willis, Michael C.

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以芳基碘化物和二氧化硫替代物DABSO为原料,在钯(0)催化剂的作用下,一锅法合成了多种功能化的磺胺类化合物。亚硫酸盐到磺胺的转化是通过用相关胺和次氯酸钠(漂白剂)的水溶液进行简单处理来实现的。广泛的胺,包括苯胺和氨基酸衍生物,与各种芳基碘有效地结合在一起,导致磺胺类化合物的高产率。
Aryl ammonium sulfinates, conveniently prepared from aryl iodides and the sulfur dioxide surrogate DABSO, under the action of a palladium(0) catalyst, are transformed in a one-pot process to a variety of functionalized sulfonamides. The sulfinate to sulfonamide transformation is achieved by simple treatment with an aqueous solution of the relevant amine and sodium hypochlorite (bleach). A broad range of amines, including anilines, and amino acid derivatives, are combined efficiently with a variety of aryl iodides, leading to sulfonamides in high yields.