Zhang Min, Zheng Yongpeng, Jin Yangbin, Jiang Huanfeng, Wu Wanqing
Key Laboratory of Functional Molecular Engineering of Guangdong Province, State Key Laboratory of Luminescent Materials and Devices, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China.
Chem Commun (Camb). 2024 Mar 7;60(21):2950-2953. doi: 10.1039/d3cc05387c.
Herein, a palladium-catalyzed and ligand-controlled protocol for the divergent synthesis of pyrrole[2,3-]indole and urea derivatives has been described. Pyrrole[2,3-]indoles ("cyclization on" products) tandem cyclization of -alkynylanilines with isocyanides in the absence of a ligand and ureas ("cyclization off" products) oxidative amination of anilines with isocyanides in the presence of a ligand were obtained both in moderate to good yields with high selectivity. In this chemistry, cyclic and acyclic products were easily accessed with the same starting materials under the regulation of the ligand.
本文描述了一种钯催化且由配体控制的方法，用于吡咯并[2,3 - ]吲哚和脲衍生物的发散性合成。在没有配体的情况下，通过α-炔基苯胺与异腈的串联环化反应得到吡咯并[2,3 - ]吲哚（“环化开启”产物），在配体存在下，通过苯胺与异腈的氧化胺化反应得到脲（“环化关闭”产物），二者均以中等到良好的产率和高选择性获得。在该化学过程中，在配体的调控下，使用相同的起始原料能够轻松得到环状和非环状产物。
