Organic Pharmaceutical Chemistry, Department of Medicinal Chemistry, and ‡Department of Medicinal Chemistry, Science for Life Laboratory, Uppsala University , Box-574, SE-751 23 Uppsala, Sweden.
Org Lett. 2017 Aug 4;19(15):4066-4069. doi: 10.1021/acs.orglett.7b01836. Epub 2017 Jul 25.
We report a facile synthesis of 3-amidino indoles from indoles and cyanamides. The reaction is Pd(II)-catalyzed and proceeds via C-H bond activation of the indole in its 3-position followed by a 1,2-addition of the resulting indole-palladium σ-complex to a cyanamide, which provides the corresponding amidine. The preference for 4,5-diazafluoren-9-one (DAF) as the ligand is investigated using DFT calculations, and a plausible reaction pathway is presented.
我们报道了一种从吲哚和氰酰胺合成 3-脒基吲哚的简便方法。该反应是 Pd(II)催化的，通过吲哚在 3 位的 C-H 键活化进行，然后是生成的吲哚-钯 σ-配合物对氰酰胺的 1,2-加成，得到相应的脒。使用 DFT 计算研究了 4,5-二氮杂芴-9-酮（DAF）作为配体的优势，并提出了一种可能的反应途径。
