甲基三溴硅烷促进的炔基苯胺的串联亲电硫氰化/环化反应合成吲哚衍生物。
MeSiBr-promoted cascade electrophilic thiocyanation/cyclization of -alkynylanilines to synthesize indole derivatives.
作者信息
Wang Qing, Shao Chukai, Hua Ruirui, Yin Hongquan, Chen Fu-Xue
机构信息
School of Chemistry & Chemical Engineering, Beijing Institute of Technology (Liangxiang Campus), Beijing 102488, China.
Key Laboratory of Medical Molecule Science and Pharmaceutics Engineering, Ministry of Industry and Information Technology, Beijing Institute of Technology (Liangxiang Campus), Beijing 102488, China.
出版信息
Org Biomol Chem. 2024 May 22;22(20):4031-4035. doi: 10.1039/d4ob00367e.
A Lewis acid-promoted electrophilic thiocyanation/cyclization of -alkynylanilines for the synthesis of indole derivatives has been developed. The reaction utilizes MeSiBr as the Lewis acid and -thiocyanatosuccinimide as the thiocyanation reagent. A series of 2-aryl-3-thiocyanato indoles were prepared in moderate to high yields under mild conditions without metals and oxidants. It provides an efficient protocol for the construction of the indole skeleton and C-SCN and C-N bonds in one step as well.
已开发出一种用于合成吲哚衍生物的路易斯酸促进的炔基苯胺的亲电硫氰化/环化反应。该反应使用甲基硅溴作为路易斯酸，硫氰基琥珀酰亚胺作为硫氰化试剂。在温和条件下，无需金属和氧化剂，以中等至高产率制备了一系列2-芳基-3-硫氰基吲哚。它还提供了一种在一步中构建吲哚骨架以及C-SCN和C-N键的有效方法。
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