Department of Chemistry, Duke University , Durham, North Carolina 27708, United States.
Org Lett. 2017 Mar 17;19(6):1314-1317. doi: 10.1021/acs.orglett.7b00358. Epub 2017 Mar 10.
Selective C-H amidation of 1H-indoles at the C3 position is reported as a direct entry to biologically important 3-aminoindoles. This transformation is achieved using novel N-[(benzenesulfonyl)oxy]amides as electrophilic nitrogen agents in the presence of ZnCl. Interestingly, analogous reactions in the absence of ZnCl resulted in the formation of indole aminal products.
报道了一种 1H-吲哚 C3 位的选择性 C-H 酰胺化反应,这是直接构建具有生物重要性的 3-氨基吲哚的方法。该转化是在 ZnCl 的存在下,使用新型 N-[(苯磺酰基)氧基]酰胺作为亲电氮试剂实现的。有趣的是,在没有 ZnCl 的情况下进行类似的反应会生成吲哚亚胺产物。